Platform Services Controller Administration PDF

Platform Services
Controller Administration
Update 2
Modified on 26 AUG 2019
VMware vSphere 6.7
VMware ESXi 6.7
vCenter Server 6.7
Platform Services Controller Administration
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Copyright 2009-2019 VMware, Inc. All rights reserved. Copyright and trademark information.
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Contents
About Platform Services Controller Administration 6
Updated Information 8
1 Getting Started with Platform Services Controller 9

vCenter Server and Platform Services Controller Deployment Types 9
Deployment Topologies with External Platform Services Controller Instances and High Availability 13
Understanding vSphere Domains, Domain Names, and Sites 15
Platform Services Controller Capabilities 16
Managing Platform Services Controller Services 17
Platform Services Controller Services 17
Manage Platform Services Controller Services From the vSphere Client 19
Manage Platform Services Controller Services From the vSphere Web Client 19
Use Scripts to Manage Platform Services Controller Services 20
Managing the Platform Services Controller Appliance 21
Manage the Appliance with the Platform Services Controller Virtual Appliance Management Interface
22
Manage the Appliance from the Appliance Shell 22
Add a Platform Services Controller Appliance to an Active Directory Domain 23
2 vSphere Authentication with vCenter Single Sign-On 24

Understanding vCenter Single Sign-On 25
How vCenter Single Sign-On Protects Your Environment 25
vCenter Single Sign-On Components 27
How vCenter Single Sign-On Affects Installation 28
Using vCenter Single Sign-On with vSphere 29
Groups in the vCenter Single Sign-On Domain 31
Configuring vCenter Single Sign-On Identity Sources 32
Identity Sources for vCenter Server with vCenter Single Sign-On 33
Set the Default Domain for vCenter Single Sign-On 34
Add or Edit a vCenter Single Sign-On Identity Source 35
Use vCenter Single Sign-On With Windows Session Authentication 39
Understanding vCenter Server Two-Factor Authentication 40
Smart Card Authentication Login 41
Configuring and Using Smart Card Authentication 41
Set Up RSA SecurID Authentication 50
Manage the Login Message 53
Using vCenter Single Sign-On as the Identity Provider for Another Service Provider 53
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Join a SAML Service Provider to the Identity Federation 54

Security Token Service STS 55
Refresh the Security Token Service Certificate 56
Generate a New STS Signing Certificate on the Appliance 57
Generate a New STS Signing Certificate on a vCenter Windows Installation 59
Determine the Expiration Date of an LDAPS SSL Certificate 60
Managing vCenter Single Sign-On Policies 61
Edit the vCenter Single Sign-On Password Policy 61
Edit the vCenter Single Sign-On Lockout Policy 62
Edit the vCenter Single Sign-On Token Policy 63
Edit Password Expiration Notification for Active Directory Users 64
Managing vCenter Single Sign-On Users and Groups 65
Add vCenter Single Sign-On Users 66
Disable and Enable vCenter Single Sign-On Users 67
Delete a vCenter Single Sign-On User 68
Edit a vCenter Single Sign-On User 68
Add a vCenter Single Sign-On Group 69
Add Members to a vCenter Single Sign-On Group 70
Remove Members from a vCenter Single Sign-On Group 70
Delete vCenter Single Sign-On Solution Users 71
Change Your vCenter Single Sign-On Password 72
vCenter Single Sign-On Security Best Practices 72
3 vSphere Security Certificates 74

Certificate Requirements for Different Solution Paths 75
Certificate Management Overview 79
Certificate Replacement Overview 81
Where vSphere Uses Certificates 85
VMCA and VMware Core Identity Services 87
VMware Endpoint Certificate Store Overview 88
Managing Certificate Revocation 90
Certificate Replacement in Large Deployments 90
Managing Certificates with the vSphere Client 92
Explore Certificate Stores from the vSphere Client 93
Set the Threshold for vCenter Certificate Expiration Warnings 94
Replace Certificates with New VMCA-Signed Certificates from the vSphere Client 94
Set Up Your System to Use Custom Certificates from the Platform Services Controller 96
Managing Certificates from the vSphere Web Client 101
View vCenter Certificates with the vSphere Web Client 101
Managing Certificates with the vSphere Certificate Manager Utility 102
Certificate Manager Options and the Workflows in This Document 103
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Regenerate a New VMCA Root Certificate and Replace All Certificates 104
Make VMCA an Intermediate Certificate Authority (Certificate Manager) 106
Replace All Certificates with Custom Certificate (Certificate Manager) 112
Revert Last Performed Operation by Republishing Old Certificates 116
Reset All Certificates 117
Manual Certificate Replacement 117
Understanding Stopping and Starting of Services 117
Replace Existing VMCA-Signed Certificates With New VMCA-Signed Certificates 118
Use VMCA as an Intermediate Certificate Authority 130
Use Custom Certificates With vSphere 142
4 Managing Services and Certificates with CLI Commands 150

Required Privileges for Running CLIs 151
Changing the certool Configuration Options 152
certool Initialization Commands Reference 153
certool Management Commands Reference 156
vecs-cli Command Reference 158
dir-cli Command Reference 164
5 Troubleshooting Platform Services Controller 172

Determining the Cause of a Lookup Service Error 172
Unable to Log In Using Active Directory Domain Authentication 173
vCenter Server Login Fails Because the User Account Is Locked 175
VMware Directory Service Replication Can Take a Long Time 175
Export a Platform Services Controller Support Bundle 176
Platform Services Controller Service Logs Reference 176
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About Platform Services Controller
Administration
®
The Platform Services Controller Administration documentation explains how the VMware Platform
Services Controller™ fits into your vSphere environment and helps you perform common tasks such as
certificate management and vCenter Single Sign-On configuration.
Platform Services Controller Administration explains how you can set up authentication with vCenter
Single Sign-On and how to manage certificates for vCenter Server and related services.
Table 1-1. Platform Services Controller Administration Highlights

Topics Content Highlights
Getting Started with Platform Services Controller n vCenter Server and Platform Services Controller
deployment models. NOTE: This information changes with
each release of the product.
n Platform Services Controller services on Linux and
Windows.
n Managing Platform Services Controller services.
n Managing the Platform Services Controller appliance using
VAMI.
vSphere Authentication with vCenter Single Sign-On n Architecture of the authentication process.
n How to add identity sources so users in your domain can
authenticate.
n Two-factor authentication.
n Managing users, groups, and policies.
vSphere Security Certificates n Certificate model, and options for replacing certificates.
n Replace certificates from the UI (simple cases).
n Replace certificates using the Certificate Manager utility.
n Replace certificates using the CLI (complex situations).
n Certificate management CLI reference.
Related Documentation
A companion document, vSphere Security, describes available security features and the measures that
you can take to safeguard your environment from attack. That document also explains how you can set
up permissions, and includes a reference to privileges.
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In addition to these documents, VMware publishes the vSphere Security Configuration Guide (formerly
known as the Hardening Guide) for each release of vSphere, accessible at http://www.vmware.com/
security/hardening-guides.html. The vSphere Security Configuration Guide contains guidelines on
security settings that can or should be set by the customer, and security settings delivered by VMware
that should be audited by the customer to ensure that they are still set to default.
Intended Audience
This information is intended for administrators who want to configure Platform Services Controller and
associated services. The information is written for experienced Windows or Linux system administrators
who are familiar with virtual machine technology and data center operations.
vSphere Client and vSphere Web Client

Instructions in this guide reflect the vSphere Client (an HTML5-based GUI). You can also use the
instructions to perform the tasks by using the vSphere Web Client (a Flex-based GUI).
Tasks for which the workflow differs significantly between the vSphere Client and the vSphere Web Client
have duplicate procedures that provide steps according to the respective client interface. The procedures
that relate to the vSphere Web Client, contain vSphere Web Client in the title.
Note In vSphere 6.7 Update 1, almost all of the vSphere Web Client functionality is implemented in the
vSphere Client. For an up-to-date list of any remaining unsupported functionality, see Functionality
Updates for the vSphere Client.
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Updated Information
This Platform Services Controller Administration document is updated with each release of the product or
when necessary.
This table provides the update history of the Platform Services Controller Administration documentation.
Revision Description
26 AUG 2019 n Corrected the location of the certool.cfg file in Changing the certool Configuration Options.
n Updated information about the use of the userPrincipalName attribute in Set Up RSA SecurID Authentication.
11 APR 2019 Initial release.
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Getting Started with Platform
Services Controller 1
The Platform Services Controller provides common infrastructure services to the vSphere environment.
Services include licensing, certificate management, and authentication with vCenter Single Sign-On.
Enhancements to the Platform Services Controller Interface
(http://link.brightcove.com/services/player/bcpid2296383276001?
bctid=ref:video_vsphere67_psc)
This chapter includes the following topics:
n vCenter Server and Platform Services Controller Deployment Types
n Deployment Topologies with External Platform Services Controller Instances and High Availability
n Understanding vSphere Domains, Domain Names, and Sites
n Platform Services Controller Capabilities
n Managing Platform Services Controller Services
n Managing the Platform Services Controller Appliance
vCenter Server and Platform Services Controller

Deployment Types
You can deploy the vCenter Server Appliance or install vCenter Server for Windows with an embedded or
external Platform Services Controller. You can also deploy a Platform Services Controller as an appliance
or install it on Windows. If necessary, you can use a mixed operating systems environment.
Before you deploy the vCenter Server Appliance or install vCenter Server for Windows, you must
determine the deployment model that is suitable for your environment. For each deployment or
installation, you must select one of the three deployment types.
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Table 1-1. vCenter Server and Platform Services Controller Deployment Types
Deployment Type Description
vCenter Server with an embedded Platform Services Controller All services that are bundled with the Platform Services
Controller are deployed together with the vCenter Server
services on the same virtual machine or physical server.
Platform Services Controller Only the services that are bundled with the Platform Services
Controller are deployed on the virtual machine or physical
server.
vCenter Server with an external Platform Services Controller Only the vCenter Server services are deployed on the virtual
(Requires external Platform Services Controller) machine or physical server.
You must register such a vCenter Server instance with a
Platform Services Controller instance that you previously
deployed or installed.
Note vCenter Server deployments using an external Platform Services Controller will not be supported
in a future vSphere release. Deploy or upgrade to a vCenter Server deployment using an embedded
Platform Services Controller. For more information, see the VMware Knowledge Base article http://
kb.vmware.com/kb/60229.
vCenter Server with an Embedded Platform Services Controller

Using an embedded Platform Services Controller results in a standalone deployment that has its own
vCenter Single Sign-On domain with a single site.
Starting with vSphere 6.5 Update 2, other instances of vCenter Server with an embedded Platform
Services Controller can be joined to enable enhanced linked mode.
Figure 1-1. vCenter Server with an Embedded Platform Services Controller
Virtual Machine or Physical Server
Platform Services
Controller
vCenter Server
Installing vCenter Server with an embedded Platform Services Controller has the following advantages:
n The connection between vCenter Server and the Platform Services Controller is not over the network,
and vCenter Server is not prone to outages caused by connectivity and name resolution issues
between vCenter Server and the Platform Services Controller.
n If you install vCenter Server on Windows virtual machines or physical servers, you need fewer
Windows licenses.
n You manage fewer virtual machines or physical servers.
You can configure the vCenter Server Appliance with an embedded Platform Services Controller in
vCenter High Availability configuration. For information, see vSphere Availability.
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Platform Services Controller and vCenter Server with an External

Platform Services Controller
When you deploy or install a Platform Services Controller instance, you can create a vCenter Single Sign-
On domain or join an existing vCenter Single Sign-On domain. Joined Platform Services Controller
instances replicate their infrastructure data, such as authentication and licensing information, and can
span multiple vCenter Single Sign-On sites. For information, see Understanding vSphere Domains,
Domain Names, and Sites.
Platform Services Controller. For more information, see the VMware Knowledge Base article http://
You can register multiple vCenter Server instances with one common external Platform Services
Controller instance. The vCenter Server instances assume the vCenter Single Sign-On site of the
Platform Services Controller instance with which they are registered. All vCenter Server instances that are
registered with one common or different joined Platform Services Controller instances are connected in
Enhanced Linked Mode.
Figure 1-2. Example of Two vCenter Server Instances with a Common External Platform
Services Controller
Virtual Machine or Physical Server
Platform Services
Controller
Virtual Machine or Physical Server Virtual Machine or Physical Server
vCenter Server vCenter Server
Installing vCenter Server with an external Platform Services Controller has the following disadvantages:
n The connection between vCenter Server and Platform Services Controller might have connectivity
and name resolution issues.
n If you install vCenter Server on Windows virtual machines or physical servers, you need more
Microsoft Windows licenses.
n You must manage more virtual machines or physical servers.
For information about the Platform Services Controller and vCenter Server maximums, see the
Configuration Maximums documentation.
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For information about configuring the vCenter Server Appliance with an external Platform Services
Controller in vCenter High Availability configuration, see vSphere Availability.
Note After you deploy or install vCenter Server with an external Platform Services Controller, you can
reconfigure the deployment type and switch to vCenter Server with an embedded Platform Services
Controller.
Mixed Operating Systems Environment

A vCenter Server instance installed on Windows can be registered with either a Platform Services
Controller installed on Windows or a Platform Services Controller appliance. A vCenter Server Appliance
can be registered with either a Platform Services Controller installed on Windows or a Platform Services
Controller appliance. Both vCenter Server and the vCenter Server Appliance can be registered with the
same Platform Services Controller.
Figure 1-3. Example of a Mixed Operating Systems Environment with an External Platform
Services Controller on Windows
Windows Virtual Machine

or Physical Server
Platform Services
Controller on Windows
Virtual Machine or Physical Server Virtual Machine
vCenter Server on Windows vCenter Server Appliance
Figure 1-4. Example of a Mixed Operating Systems Environment with an External Platform
Services Controller Appliance
Virtual Machine
Platform Services
Controller Appliance
Virtual Machine or Physical Server Virtual Machine
vCenter Server on Windows vCenter Server Appliance
Note To ensure easy manageability and maintenance, use only appliances or only Windows installations
of vCenter Server and Platform Services Controller.
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Deployment Topologies with External Platform Services

Controller Instances and High Availability
To ensure Platform Services Controller high availability in external deployments, you must install or
deploy at least two joined Platform Services Controller instances in your vCenter Single Sign-On domain.
When you use a third-party load balancer, you can ensure an automatic failover without downtime.
Platform Services Controller. For more information, see Knowledge Base article KB 60229.
Platform Services Controller with a Load Balancer

Figure 1-5. Example of a Load Balanced Pair of Platform Services Controller Instances
Virtual Machine or Virtual Machine or

Physical Server Physical Server
Platform Services Platform Services

Controller Controller
Load Balancer

vCenter Server vCenter Server
You can use a third-party load balancer per site to configure Platform Services Controller high availability
with automatic failover for this site. For information about the maximum number of Platform Services
Controller instances behind a load balancer, see the Configuration Maximums documentation.
Important To configure Platform Services Controller high availability behind a load balancer, the
Platform Services Controller instances must be of the same operating system type. Mixed operating
systems Platform Services Controller instances behind a load balancer are unsupported.
The vCenter Server instances are connected to the load balancer. When a Platform Services Controller
instance stops responding, the load balancer automatically distributes the load among the other functional
Platform Services Controller instances without downtime.
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Platform Services Controller with Load Balancers Across vCenter

Single Sign-On Sites
Figure 1-6. Example of Two Load Balanced Pairs of Platform Services Controller Instances
Across Two Sites
Site 1 Site 2
Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or

Physical Server Physical Server Physical Server Physical Server
Platform Services Platform Services Platform Services Platform Services

Controller Controller Controller Controller
Load Balancer Load Balancer

vCenter Server vCenter Server vCenter Server vCenter Server
Your vCenter Single Sign-On domain might span multiple sites. To ensure Platform Services Controller
high availability with automatic failover throughout the domain, you must configure a separate load
balancer in each site.
Platform Services Controller with No Load Balancer

Figure 1-7. Example of Two Joined Platform Services Controller Instances with No a Load
Balancer

Platform Services Platform Services

Controller Controller

When you join two or more Platform Services Controller instances in the same site with no load balancer,
you configure Platform Services Controller high availability with a manual failover for this site.
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When a Platform Services Controller instance stops responding, you must manually fail over the vCenter
Server instances that are registered to it. You fail over the instances by repointing them to other functional
Platform Services Controller instances within the same site. For information about how to repoint vCenter
Server instances to another external Platform Services Controller, see vCenter Server Installation and
Setup.
Note If your vCenter Single Sign-On domain includes three or more Platform Services Controller
instances, you can manually create a ring topology. A ring topology ensures Platform Services Controller
reliability when one of the instances fails. To create a ring topology, run the /usr/lib/vmware-
vmdir/bin/vdcrepadmin -f createagreement command against the first and last Platform Services
Controller instance that you have deployed.
Platform Services Controller with No Load Balancer Across

vCenter Single Sign-On Sites
Figure 1-8. Example of Two Joined Pairs of Platform Services Controller Instances Across
Two Sites with No Load Balancer
Site 1 Site 2

Platform Services Platform Services Platform Services Platform Services

Controller Controller Controller Controller

Your vCenter Single Sign-On domain might span multiple sites. When no load balancer is available, you
can manually repoint vCenter Server from a failed to a functional Platform Services Controller within the
same site. For information about how to repoint vCenter Server instances to another external Platform
Services Controller, see vCenter Server Installation and Setup.
Understanding vSphere Domains, Domain Names, and

Sites
Each Platform Services Controller is associated with a vCenter Single Sign-On domain. The domain
name defaults to vsphere.local, but you can change it during installation of the first Platform Services
Controller. The domain determines the local authentication space. You can split a domain into multiple
sites, and assign each Platform Services Controller and vCenter Server instance to a site. Sites are
logical constructs, but usually correspond to geographic location.
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Platform Services Controller Domain

When you install a Platform Services Controller, you are prompted to create a vCenter Single Sign-On
domain or join an existing domain.
The domain name is used by the VMware Directory Service (vmdir) for all Lightweight Directory Access
Protocol (LDAP) internal structuring.
With vSphere 6.0 and later, you can give your vSphere domain a unique name. To prevent authentication
conflicts, use a name that is not used by OpenLDAP, Microsoft Active Directory, and other directory
services.
Note You cannot change the domain to which a Platform Services Controller or vCenter Server instance
belongs.
After you specify the name of your domain, you can add users and groups. It usually makes more sense
to add an Active Directory or LDAP identity source and allow the users and groups in that identity source
to authenticate. You can also add vCenter Server or Platform Services Controller instances, or other
VMware products, such as vRealize Operations, to the domain.
Platform Services Controller Sites

You can organize Platform Services Controller domains into logical sites. A site in the VMware Directory
Service is a logical container for grouping Platform Services Controller instances within a vCenter Single
Sign-On domain.
Starting with vSphere 6.5, sites become important. During Platform Services Controller failover, the
vCenter Server instances are affinitized to a different Platform Services Controller in the same site. To
prevent your vCenter Server instances from being affinitized to a Platform Services Controller in a distant
geographic location, you can use multiple sites.
You are prompted for the site name when you install or upgrade a Platform Services Controller. See the
vCenter Server Installation and Setup documentation.
Platform Services Controller Capabilities

Platform Services Controller supports services such as identity management, certificate management,
and license management in vSphere.
Key Capabilities
Platform Services Controller includes several services, discussed in Platform Services Controller
Services, and has the following key capabilities.
n Authentication through vCenter Single Sign-On
n Provisioning of vCenter Server components and ESXi hosts with VMware Certificate Manager
(VMCA) certificates by default
n Use of custom certificates, which are stored in the VMware Endpoint Certificate Store (VECS)
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Deployment Models
You can install Platform Services Controller on a Windows system or deploy the Platform Services
Controller appliance.
The deployment model depends on the version of Platform Services Controller that you are using. See
vCenter Server and Platform Services Controller Deployment Types.
Starting with vSphere 6.7 Update 1, if you have deployed or installed a vCenter Server instance with an
external Platform Services Controller and you want to convert it to a vCenter Server instance with an
embedded Platform Services Controller, you can replicate a new Platform Services Controller that is
embedded within the existing vCenter Server instance. See the vCenter Server Installation and Setup
documentation.
Starting with vSphere 6.7 Update 1, you can move a vCenter Server with an Embedded Platform
Services Controller from one vSphere domain to another vSphere domain. Services such as tagging and
licensing are retained and migrated to the new domain. See the vCenter Server Installation and Setup
documentation.
Managing Platform Services Controller Services

You manage Platform Services Controller services from the vSphere Client, or by using one of the
available scripts and CLIs.
Different Platform Services Controller services support different interfaces.
Table 1-2. Interfaces for Managing Platform Services Controller Services

Interface Description
vSphere Client Web interface (HTML5-based client). The vSphere Client user
interface terminology, topology, and workflow are closely aligned
with the same aspects and elements of the vSphere Web Client
user interface.
vSphere Web Client Web interface for managing some of the services.
Certificate Management utility Command-line tool that supports CSR generation and certificate
replacement. See Managing Certificates with the vSphere
Certificate Manager Utility.
CLIs for managing Platform Services Controller services Set of commands for managing certificates, the VMware
Endpoint Certificate Store (VECS), and VMware Directory
Service (vmdir). See Chapter 4 Managing Services and
Certificates with CLI Commands.
Platform Services Controller Services

With Platform Services Controller, all VMware products within the same environment can share the
authentication domain and other services. Services include certificate management, authentication, and
licensing.
Platform Services Controller includes the following core infrastructure services.
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Table 1-3. Platform Services Controller Services

Service Description
applmgmt Handles appliance configuration and provides public API

(VMware Appliance Management Service) endpoints for appliance lifecycle management. Included on the
Platform Services Controller appliance.
vmware-cis-license Each Platform Services Controller includes VMware License

(VMware License Service) Service, which delivers centralized license management and
reporting functionality to VMware products in your environment.
The license service inventory replicates across all Platform
Services Controller in the domain at 30-second intervals.
vmware-sts-idmd Services behind the vCenter Single Sign-On feature, which

(VMware Identity Management Service) provide secure authentication services to VMware software
vmware-stsd components and users.
By using vCenter Single Sign-On, the VMware components
(VMware Security Token Service)
communicate using a secure SAML token exchange
mechanism. vCenter Single Sign-On constructs an internal
security domain (vsphere.local by default) where the VMware
software components are registered during installation or
upgrade.
vmware-rhttpproxy The reverse proxy runs on each Platform Services Controller

(VMware HTTP Reverse Proxy) node and each vCenter Server system. It is a single entry point
into the node and enables services that run on the node to
communicate securely.
vmware-sca Manages service configurations. You can use the service-

(VMware Service Control Agent) control CLI to manage individual service configurations.
vmware-statsmonitor Monitor the vCenter Server Appliance guest operating system

(VMware Appliance Monitoring Service) resource consumption.
vmware-vapi-endpoint The vSphere Automation API endpoint provides a single point of

(VMware vAPI Endpoint) access to vAPI services. You can change the properties of the
vAPI Endpoint service from the vSphere Client. See the vSphere
Automation SDKs Programming Guide for details on vAPI
endpoints.
vmafdd Service that provides a client-side framework for vmdir

VMware Authentication Framework authentication and serves the VMware Endpoint Certificate
Store (VECS).
vmcad Provisions each VMware software component that has the

VMware Certificate Service vmafd client libraries and each ESXi host with a signed
certificate that has VMCA as the root certificate authority. You
can change the default certificates by using the Certificate
Manager utility.
VMware Certificate Service uses the VMware Endpoint
Certificate Store (VECS) to serve as a local repository for
certificates on every Platform Services Controller instance.
Although you can decide not to use VMCA and instead can use
custom certificates, you must add the certificates to VECS.
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Table 1-3. Platform Services Controller Services (continued)

Service Description
vmdird Provides a multitenant, multimastered LDAP directory service

VMware Directory Service that stores authentication, certificate, lookup, and license
information. Do not update data in vmdird by using an LDAP
browser.
If your domain contains more than one Platform Services
Controller instance, an update of vmdir content in one vmdir
instance is propagated to all other instances of vmdir.
vmdnsd Not used in vSphere 6.x.

VMware Domain Name Service
vmonapi Start and stop vCenter Server services and monitor service API
VMware Lifecycle Manager API health. The vmware-vmon service is a centralized platform-
vmware-vmon independent service that manages the lifecycle of Platform
Services Controller and vCenter Server. Exposes APIs and CLIs
VMware Service Lifecycle Manager
to third-party applications.
lwsmd Likewise facilitates joining the host to an Active Directory domain

Likewise Service Manager and subsequent user authentication.
pschealth Monitors the health and status of all core Platform Services
VMware Platform Services Controller Health Monitor Controller infrastructure services.
vmware-analytics Consists of components that gather and upload telemetry data

VMware Analytics Service from various vSphere components to the VMware Analytics
Cloud, and manage the Customer Experience Improvement
Program (CEIP).
Manage Platform Services Controller Services From the vSphere

Client
You can manage vCenter access control, licensing, solutions, linked domains, certificates, and Single
Sign-On from the vSphere Client.
Procedure
1 Log in to a vCenter Server associated with the Platform Services Controller as a user with
administrator privileges in the local vCenter Single Sign-On domain (vsphere.local by default).
2 Select Administration and click the item that you want to manage.
Manage Platform Services Controller Services From the vSphere

Web Client
You can manage vCenter Single Sign-On and the Licensing service from the vSphere Web Client.
Use the vSphere Client or CLIs instead of the vSphere Web Client to manage the following services.
n Certificates
n VMware Endpoint Certificate Store (VECS)
n Two-factor authentication such as Common Access Card authentication
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n Login banner
Procedure
1 Log in to a vCenter Server associated with the Platform Services Controller as a user with
administrator privileges in the local vCenter Single Sign-On domain (vsphere.local by default).
2 Select Administration and click the item that you want to manage.
Option Description
Single Sign-On Configure vCenter Single Sign-On.

n Set policies.
n Manage identity sources.
n Manage the STS Signing certificate.
n Manage SAML service providers.
n Manage users and groups.
Licensing Configure licensing.
Use Scripts to Manage Platform Services Controller Services

Platform Services Controller includes scripts for generating CSRs, managing certificates and managing
services.
For example, you can use the certool utility to generate CSRs and to replace certificates, both for
scenarios with embedded Platform Services Controller and for scenarios with external Platform Services
Controller. See Managing Certificates with the vSphere Certificate Manager Utility.
Use the CLIs for management tasks that the Web interfaces do not support, or to create custom scripts
for your environment.
Table 1-4. CLIs for Managing Certificates and Associated Services

CLI Description Links
certool Generate and manage certificates and certool Initialization Commands Reference
keys. Part of VMCA.
vecs-cli Manage the contents of VMware vecs-cli Command Reference

Certificate Store instances. Part of
VMAFD.
dir-cli Create and update certificates in dir-cli Command Reference

VMware Directory Service. Part of
VMAFD.
sso-config Utility for configuring smart card Understanding vCenter Server Two-Factor
authentication. Authentication
service-control Command for starting, stopping, and Run this command to stop services before
listing services. running other CLI commands.
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Procedure
1 Log in to the Platform Services Controller shell.
In most cases, you have to be the root or Administrator user. See Required Privileges for Running
CLIs for details.
2 Access a CLI at one of the following default locations.
The required privileges depend on the task that you want to perform. In some cases, you are
prompted for the password twice to safeguard sensitive information.
Windows C:\Program Files\VMware\vCenter Server\vmafdd\vecs-

cli.exe
C:\Program Files\VMware\vCenter Server\vmafdd\dir-cli.exe
C:\Program Files\VMware\vCenter Server\vmcad\certool.exe
C:\Program Files\VMware\VCenter server\VMware Identity
Services\sso-config
VCENTER_INSTALL_PATH\bin\service-control
Linux /usr/lib/vmware-vmafd/bin/vecs-cli
/usr/lib/vmware-vmafd/bin/dir-cli
/usr/lib/vmware-vmca/bin/certool
/opt/vmware/bin
On Linux, the service-control command does not require that you
specify the path.
Managing the Platform Services Controller Appliance

You can manage the Platform Services Controller appliance from the virtual appliance management
interface or from the appliance shell.
If you are using an environment with an embedded Platform Services Controller, you manage the one
appliance that includes both Platform Services Controller and vCenter Server. See vCenter Server
Appliance Configuration.
Table 1-5. Interfaces for Managing the Platform Services Controller Appliance
Interface Description
Platform Services Controller virtual appliance management Use this interface to reconfigure the system settings of a
interface (VAMI) Platform Services Controller deployment.
Platform Services Controller appliance shell Use this command-line interface to perform service
management operations on VMCA, VECS, and VMDIR. See
Managing Certificates with the vSphere Certificate Manager
Utility and Chapter 4 Managing Services and Certificates with
CLI Commands.
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Manage the Appliance with the Platform Services Controller

Virtual Appliance Management Interface
In an environment with an external Platform Services Controller, you can use the Platform Services
Controller virtual appliance management interface (VAMI) to configure the appliance system settings.
Settings include time synchronization, network settings, and SSH login settings. You can also change the
root password, join the appliance to an Active Directory domain, and leave an Active Directory domain.
In an environment with an embedded Platform Services Controller, you manage the appliances that
include both Platform Services Controller and vCenter Server.
Procedure
1 In a Web browser, go to the Web interface at https://platform_services_controller_ip:5480.
2 If a warning message about an untrusted SSL certificate appears, resolve the issue based on
company security policy and the Web browser that you are using.
3 Log in as root.
The default root password is the virtual appliance root password that you set when deploying the
virtual appliance.
You can see the System Information page of the Platform Services Controller Appliance Management
Interface.
Manage the Appliance from the Appliance Shell

You can use service management utilities and CLIs from the appliance shell. You can use TTY1 to log in
to the console, or can use SSH to connect to the shell.
Procedure
1 Enable SSH login if necessary.
a Log in to the appliance management interface (VAMI) at https://

platform_services_controller_ip:5480.
b In the Navigator, select Access and click Edit.
c Toggle on Enable SSH Login and click OK.

You can follow the same steps to enable the Bash shell for the appliance.
2 Access the appliance shell.
n If you have direct access to the appliance console, select Log in, and press Enter.
n To connect remotely, use SSH or another remote console connection to start a session to the
appliance.
3 Log in as root with the password that you set when you initially deployed the appliance.
If you changed the root password, use the new password.
VMware, Inc. 22
Add a Platform Services Controller Appliance to an Active

Directory Domain
If you want to add an Active Directory identity source to Platform Services Controller, you must join the
Platform Services Controller appliance to an Active Directory domain.
If you are using a Platform Services Controller instance that is installed on Windows, you can use the
domain to which that machine belongs.
Procedure
1 Using the vSphere Client, log in to a vCenter Server associated with the Platform Services Controller
as a user with administrator privileges in the local vCenter Single Sign-On domain (vsphere.local by
default).
2 Select Administration.
3 Expand Single Sign On and click Configuration.
4 Click Active Directory Domain.
5 Click Join AD, specify the domain, optional organizational unit, and user name and password, and
click Join.
What to do next
To attach users and groups from the joined Active Directory domain, add the joined domain as a vCenter
Single Sign-On identity source. See Add or Edit a vCenter Single Sign-On Identity Source.
VMware, Inc. 23
vSphere Authentication with
vCenter Single Sign-On 2
vCenter Single Sign-On is an authentication broker and security token exchange infrastructure. When a
user can authenticate to vCenter Single Sign-On, that user receives a SAML token. Going forward, the
user can use the SAML token to authenticate to vCenter services. The user can then perform the actions
that user has privileges for.
Because traffic is encrypted for all communications, and because only authenticated users can perform
the actions that they have privileges for, your environment is secure.
Starting with vSphere 6.0, vCenter Single Sign-On is part of the Platform Services Controller. The
Platform Services Controller contains the shared services that support vCenter Server and vCenter
Server components. These services include vCenter Single Sign-On, VMware Certificate Authority, and
License Service. See vCenter Server Installation and Setup for details on the Platform Services
Controller.
For the initial handshake, users authenticate with a user name and password, and solution users
authenticate with a certificate. For information on replacing solution user certificates, see Chapter 3
vSphere Security Certificates.
The next step is authorizing the users who can authenticate to perform certain tasks. In most cases, you
assign vCenter Server privileges, usually by assigning the user to a group that has a role. vSphere
includes other permission models such as global permissions. See the vSphere Security documentation.
n Understanding vCenter Single Sign-On
n Configuring vCenter Single Sign-On Identity Sources
n Understanding vCenter Server Two-Factor Authentication
n Using vCenter Single Sign-On as the Identity Provider for Another Service Provider
n Security Token Service STS
n Managing vCenter Single Sign-On Policies
n Managing vCenter Single Sign-On Users and Groups
n vCenter Single Sign-On Security Best Practices
VMware, Inc. 24
Understanding vCenter Single Sign-On

To effectively manage vCenter Single Sign-On, you need to understand the underlying architecture and
how it affects installation and upgrades.
vCenter Single Sign-On 6.0 Domains and Sites
bctid=ref:video_sso_6_domains_sites)
How vCenter Single Sign-On Protects Your Environment

vCenter Single Sign-On allows vSphere components to communicate with each other through a secure
token mechanism.
vCenter Single Sign-On uses the following services.
n STS (Security Token Service).
n SSL for secure traffic.
n Authentication of human users through Active Directory or OpenLDAP.
n Authentication of solution users through certificates.
vCenter Single Sign-On Handshake for Human Users

The following illustration shows the handshake for human users.
Figure 2-1. vCenter Single Sign-On Handshake for Human Users
vSphere Web Client

2 1
3 4
vCenter Single
Sign-On
Kerberos
5 vCenter
Server
CA
6
VMware
Directory
Service
1 A user logs in to the vSphere Client with a user name and password to access the vCenter Server
system or another vCenter service.
The user can also log in without a password and check the Use Windows session authentication
check box.
VMware, Inc. 25
2 The vSphere Client passes the login information to the vCenter Single Sign-On service, which checks
the SAML token of the vSphere Client. If the vSphere Client has a valid token, vCenter Single Sign-
On then checks whether the user is in the configured identity source (for example Active Directory).
n If only the user name is used, vCenter Single Sign-On checks in the default domain.
n If a domain name is included with the user name (DOMAIN\user1 or user1@DOMAIN), vCenter
Single Sign-On checks that domain.
3 If the user can authenticate to the identity source, vCenter Single Sign-On returns a token that
represents the user to the vSphere Client.
4 The vSphere Client passes the token to the vCenter Server system.
5 vCenter Server checks with the vCenter Single Sign-On server that the token is valid and not expired.
6 The vCenter Single Sign-On server returns the token to the vCenter Server system, using thevCenter
Server Authorization Framework to allow user access.
The user can now authenticate, and can view and modify any objects that the user's role has privileges
for.
Note Initially, each user is assigned the No Access role. A vCenter Server administrator must assign the
user at least to the Read Only role before the user can log in. See the vSphere Security documentation.
vCenter Single Sign-On Handshake for Solution Users

Solution users are sets of services that are used in the vCenter Server infrastructure, for example, the
vCenter Server or vCenter Server extensions. VMware extensions and potentially third-party extensions
might also authenticate to vCenter Single Sign-On.
Figure 2-2. vCenter Single Sign-On Handshake for Solution Users
Solution User
1
3
vCenter Single
Sign-On
Kerberos 4
vCenter
Server
CA 2
VMware
Directory
Service
For solution users, the interaction proceeds as follows:
1 The solution user attempts to connect to a vCenter service.
VMware, Inc. 26
2 The solution user is redirected to vCenter Single Sign-On. If the solution user is new to vCenter
Single Sign-On, it has to present a valid certificate.
3 If the certificate is valid, vCenter Single Sign-On assigns a SAML token (bearer token) to the solution
user. The token is signed by vCenter Single Sign-On.
4 The solution user is then redirected to vCenter Single Sign-On and can perform tasks based on its
permissions.
5 The next time the solution user has to authenticate, it can use the SAML token to log in to vCenter
Server.
By default, this handshake is automatic because VMCA provisions solution users with certificates during
startup. If company policy requires third-party CA-signed certificates, you can replace the solution user
certificates with third-party CA-signed certificates. If those certificates are valid, vCenter Single Sign-On
assigns a SAML token to the solution user. See Use Custom Certificates With vSphere.
Supported Encryption
AES encryption, which is the highest level of encryption, is supported. The supported encryption affects
security when vCenter Single Sign-On uses Active Directory as an identity source.
It also affects security any time an ESXi host or vCenter Server is joined to Active Directory.
vCenter Single Sign-On Components

vCenter Single Sign-On includes the Security Token Service (STS), an administration server, and vCenter
Lookup Service, as well as the VMware Directory Service (vmdir). The VMware Directory Service is also
used for certificate management.
During installation, the components are deployed as part an embedded deployment, or as part of the
Platform Services Controller.
STS (Security Token The STS service issues Security Assertion Markup Language (SAML)
Service) tokens. These security tokens represent the identity of a user in one of the
identity source types supported byvCenter Single Sign-On. The SAML
tokens allow both human users and solution users who authenticate
successfully to vCenter Single Sign-On to use any vCenter service that
vCenter Single Sign-On supports without authenticating again to each
service.
The vCenter Single Sign-On service signs all tokens with a signing
certificate, and stores the token signing certificate on disk. The certificate
for the service itself is also stored on disk.
Administration server The administration server allows users with administrator privileges to
vCenter Single Sign-On to configure the vCenter Single Sign-On server and
manage users and groups from the vSphere Web Client. Initially, only the
user administrator@your_domain_name has these privileges. In vSphere
5.5, this user was [email protected]. With vSphere 6.0, you can
VMware, Inc. 27
change the vSphere domain when you install vCenter Server or deploy the
vCenter Server Appliance with a new Platform Services Controller. Do not
name the domain name with your Microsoft Active Directory or OpenLDAP
domain name.
VMware Directory The VMware Directory service (vmdir) is associated with the domain you
Service (vmdir) specify during installation and is included in each embedded deployment
and on each Platform Services Controller. This service is a multi-tenanted,
multi-mastered directory service that makes an LDAP directory available on
port 389. The service still uses port 11711 for backward compatibility with
vSphere 5.5 and earlier systems.
If your environment includes more than one instance of the Platform

Services Controller, an update of vmdir content in one vmdir instance is
propagated to all other instances of vmdir.
Starting with vSphere 6.0, the VMware Directory Service stores not only
vCenter Single Sign-On information but also certificate information.
Identity Management Handles identity sources and STS authentication requests.

Service
How vCenter Single Sign-On Affects Installation

Starting with version 5.1, vSphere includes a vCenter Single Sign-On service as part of the vCenter
Server management infrastructure. This change affects vCenter Server installation.
Authentication with vCenter Single Sign-On makes vSphere more secure because the vSphere software
components communicate with each other by using a secure token exchange mechanism, and all other
users also authenticate with vCenter Single Sign-On.
Starting with vSphere 6.0, vCenter Single Sign-On is either included in an embedded deployment, or part
of the Platform Services Controller. The Platform Services Controller contains all of the services that are
necessary for the communication between vSphere components including vCenter Single Sign-On,
VMware Certificate Authority, VMware Lookup Service, and the licensing service.
The order of installation is important.
First installation If your installation is distributed, you must install the Platform Services
Controller before you install vCenter Server or deploy the vCenter Server
Appliance. For an embedded deployment the correct installation order
happens automatically.
Subsequent For approximately up to four vCenter Server instances, one Platform

installations Services Controller can serve your entire vSphere environment. You can
connect the new vCenter Server instances to the same Platform Services
Controller. For more than approximately four vCenter Server instances, you
can install an additional Platform Services Controller for better
VMware, Inc. 28
performance. The vCenter Single Sign-On service on each Platform

Services Controller synchronizes authentication data with all other
instances. The precise number depends on how heavily the vCenter Server
instances are being used and on other factors.
For detailed information about the deployment models, the advantages and disadvantages of each
deployment type, see vCenter Server Installation and Setup.
Using vCenter Single Sign-On with vSphere

When a user logs in to a vSphere component or when a vCenter Server solution user accesses another
vCenter Server service, vCenter Single Sign-On performs authentication. Users must be authenticated
with vCenter Single Sign-On and have the necessary privileges for interacting with vSphere objects.
vCenter Single Sign-On authenticates both solution users and other users.
n Solution users represent a set of services in your vSphere environment. During installation, VMCA
assigns a certificate to each solution user by default. The solution user uses that certificate to
authenticate to vCenter Single Sign-On. vCenter Single Sign-On gives the solution user a SAML
token, and the solution user can then interact with other services in the environment.
n When other users log in to the environment, for example, from the vSphere Client, vCenter Single
Sign-On prompts for a user name and password. If vCenter Single Sign-On finds a user with those
credentials in the corresponding identity source, it assigns the user a SAML token. The user can now
access other services in the environment without being prompted to authenticate again.
Which objects the user can view, and what a user can do, is usually determined by vCenter Server
permission settings. vCenter Server administrators assign those permissions from the Permissions
interface in the vSphere Web Client or the vSphere Client, not through vCenter Single Sign-On. See
the vSphere Security documentation.
vCenter Single Sign-On and vCenter Server Users

Users authenticate to vCenter Single Sign-On by entering their credentials on the login page. After
connecting to vCenter Server, authenticated users can view all vCenter Server instances or other
vSphere objects for which their role gives them privileges. No further authentication is required.
After installation, the administrator of the vCenter Single Sign-On domain, [email protected]
by default, has administrator access to both vCenter Single Sign-On and vCenter Server. That user can
then add identity sources, set the default identity source, and manage users and groups in the vCenter
Single Sign-On domain.
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All users that can authenticate to vCenter Single Sign-On can reset their password, even if the password
has expired, as long as they know the password. See Change Your vCenter Single Sign-On Password .
Only vCenter Single Sign-On administrators can reset the password for users who no longer have their
password.
Note When you change the password for your SDDC from the vSphere Client, the new password is not
synchronized with the password that is displayed on the Default vCenter Credentials page. That page
shows only the Default credentials. If you change the credentials, you are responsible for keeping track of
the new password. Contact Technical Support and request a password change.
vCenter Single Sign-On Administrator Users

The vCenter Single Sign-On administrative interface is accessible from either the vSphere Client or the
vSphere Web Client.
To configure vCenter Single Sign-On and manage vCenter Single Sign-On users and groups, the user
[email protected] or a user in the vCenter Single Sign-On Administrators group must log in to
the vSphere Client . Upon authentication, that user can access the vCenter Single Sign-On administration
interface from the vSphere Client and manage identity sources and default domains, specify password
policies, and perform other administrative tasks.
Note You cannot rename the vCenter Single Sign-On administrator user, which is
[email protected] by default or administrator@mydomain if you specified a different domain
during installation. For improved security, consider creating additional named users in the vCenter Single
Sign-On domain and assigning them administrative privileges. You can then stop using the administrator
account.
ESXi Users
Standalone ESXi hosts are not integrated with vCenter Single Sign-On or with the Platform Services
Controller. See vSphere Security for information on adding an ESXi host to Active Directory.
If you create local ESXi users for a managed ESXi host with the VMware Host Client, vCLI, or PowerCLI,
vCenter Server is not aware those users. Creating local users can therefore result in confusion, especially
if you use the same user names. Users who can authenticate to vCenter Single Sign-On can view and
manage ESXi hosts if they have the corresponding permissions on the ESXi host object.
Note Manage permissions for ESXi hosts through vCenter Server if possible.
How to Log In to vCenter Server Components

You can log in by connecting to the vSphere Client or the vSphere Web Client.
When a user logs in to a vCenter Server system from the vSphere Client, the login behavior depends on
whether the user is in the domain that is set as the default identity source.
n Users who are in the default domain can log in with their user name and password.
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n Users who are in a domain that has been added to vCenter Single Sign-On as an identity source but
is not the default domain can log in to vCenter Server but must specify the domain in one of the
following ways.
n Including a domain name prefix, for example, MYDOMAIN\user1
n Including the domain, for example, [email protected]
n Users who are in a domain that is not a vCenter Single Sign-On identity source cannot log in to
vCenter Server. If the domain that you add to vCenter Single Sign-On is part of a domain hierarchy,
Active Directory determines whether users of other domains in the hierarchy are authenticated or not.
If your environment includes an Active Directory hierarchy, see VMware Knowledge Base article 2064250
for details on supported and unsupported setups.
Note Starting with vSphere 6.0 Update 2, two-factor authentication is supported. See Understanding
vCenter Server Two-Factor Authentication.
Groups in the vCenter Single Sign-On Domain

The vCenter Single Sign-On domain (vsphere.local by default) includes several predefined groups. Add
users to one of those groups to enable them to perform the corresponding actions.
See Managing vCenter Single Sign-On Users and Groups.
For all objects in the vCenter Server hierarchy, you can assign permissions by pairing a user and a role
with the object. For example, you can select a resource pool and give a group of users read privileges to
that resource pool object by giving them the corresponding role.
For some services that are not managed by vCenter Server directly, membership in one of the vCenter
Single Sign-On groups determines the privileges. For example, a user who is a member of the
Administrator group can manage vCenter Single Sign-On. A user who is a member of the CAAdmins
group can manage the VMware Certificate Authority, and a user who is in the
LicenseService.Administrators group can manage licenses.
The following groups are predefined in vsphere.local.
Note Many of these groups are internal to vsphere.local or give users high-level administrative
privileges. Add users to any of these groups only after careful consideration of the risks.
Note Do not delete any of the predefined groups in the vsphere.local domain. If you do, errors with
authentication or certificate provisioning might result.
Table 2-1. Groups in the vsphere.local Domain

Privilege Description
Users Users in the vCenter Single Sign-On domain (vsphere.local by default).
SolutionUsers Solution users group vCenter services. Each solution user authenticates individually to
vCenter Single Sign-On with a certificate. By default, VMCA provisions solution users
with certificates. Do not add members to this group explicitly.
VMware, Inc. 31
Table 2-1. Groups in the vsphere.local Domain (continued)

Privilege Description
CAAdmins Members of the CAAdmins group have administrator privileges for VMCA. Do not add
members to this group unless you have compelling reasons.
DCAdmins Members of the DCAdmins group can perform Domain Controller Administrator actions
on VMware Directory Service.
Note Do not manage the domain controller directly. Instead, use the vmdir CLI or
vSphere Client to perform corresponding tasks.
SystemConfiguration.BashShellAdministr This group is available only for vCenter Server Appliance deployments.
ators A user in this group can enable and disable access to the BASH shell. By default a user
who connects to the vCenter Server Appliance with SSH can access only commands in
the restricted shell. Users who are in this group can access the BASH shell.
ActAsUsers Members of Act-As Users are allowed to get Act-As tokens from vCenter Single Sign-
On.
ExternalIPDUsers This internal group is not used by vSphere. VMware vCloud Air requires this group.
SystemConfiguration.Administrators Members of the SystemConfiguration.Administrators group can view and manage the
system configuration in the vSphere Client. These users can view, start and restart
services, troubleshoot services, see the available nodes, and manage those nodes.
DCClients This group is used internally to allow the management node access to data in VMware
Directory Service.
Note Do not modify this group. Any changes might compromise your certificate
infrastructure.
ComponentManager.Administrators Members of the ComponentManager.Administrators group can invoke component

manager APIs that register or unregister services, that is, modify services. Membership
in this group is not necessary for read access on the services.
LicenseService.Administrators Members of LicenseService.Administrators have full write access to all licensing-related

data and can add, remove, assign, and unassign serial keys for all product assets
registered in the licensing service.
Administrators Administrators of the VMware Directory Service (vmdir). Members of this group can
perform vCenter Single Sign-On administration tasks. Do not add members to this
group unless you have compelling reasons and understand the consequences.
Configuring vCenter Single Sign-On Identity Sources

When a user logs in with just a user name, vCenter Single Sign-On checks in the default identity source
whether that user can authenticate. When a user logs in and includes the domain name in the login
screen, vCenter Single Sign-On checks the specified domain if that domain has been added as an
identity source. You can add identity sources, remove identity sources, and change the default.
VMware, Inc. 32
You configure vCenter Single Sign-On from the vSphere Client. To configure vCenter Single Sign-On, you
must have vCenter Single Sign-On administrator privileges. Having vCenter Single Sign-On administrator
privileges is different from having the Administrator role on vCenter Server or ESXi. In a new installation,
only the vCenter Single Sign-On administrator ([email protected] by default) can authenticate
to vCenter Single Sign-On.
n Identity Sources for vCenter Server with vCenter Single Sign-On

You can use identity sources to attach one or more domains to vCenter Single Sign-On. A domain is
a repository for users and groups that the vCenter Single Sign-On server can use for user
authentication.
n Set the Default Domain for vCenter Single Sign-On

Each vCenter Single Sign-On identity source is associated with a domain. vCenter Single Sign-On
uses the default domain to authenticate a user who logs in without a domain name. Users who
belong to a domain that is not the default domain must include the domain name when they log in.
n Add or Edit a vCenter Single Sign-On Identity Source

Users can log in to vCenter Server only if they are in a domain that has been added as a vCenter
Single Sign-On identity source. vCenter Single Sign-On administrator users can add identity
sources, or change the settings for identity sources that they added.
n Use vCenter Single Sign-On With Windows Session Authentication

You can use vCenter Single Sign-On with Windows Session Authentication (SSPI). You must join
the Platform Services Controller to an Active Directory domain before you can use SSPI.
Identity Sources for vCenter Server with vCenter Single Sign-On

You can use identity sources to attach one or more domains to vCenter Single Sign-On. A domain is a
repository for users and groups that the vCenter Single Sign-On server can use for user authentication.
An administrator can add identity sources, set the default identity source, and create users and groups in
the vsphere.local identity source.
The user and group data is stored in Active Directory, OpenLDAP, or locally to the operating system of the
machine where vCenter Single Sign-On is installed. After installation, every instance of vCenter Single
Sign-On has the identity source your_domain_name, for example vsphere.local. This identity source is
internal to vCenter Single Sign-On.
VMware, Inc. 33
vCenter Server versions earlier than version 5.1 supported Active Directory and local operating system
users as user repositories. As a result, local operating system users were always able to authenticate to
the vCenter Server system. vCenter Server version 5.1 and version 5.5 uses vCenter Single Sign-On for
authentication. See the vSphere 5.1 documentation for a list of supported identity sources with vCenter
Single Sign-On 5.1. vCenter Single Sign-On 5.5 supports the following types of user repositories as
identity sources, but supports only one default identity source.
n Active Directory versions 2003 and later. Shown as Active Directory (Integrated Windows
Authentication) in the vSphere Client. vCenter Single Sign-On allows you to specify a single Active
Directory domain as an identity source. The domain can have child domains or be a forest root
domain. VMware KB article 2064250 discusses Microsoft Active Directory Trusts supported with
vCenter Single Sign-On.
n Active Directory over LDAP. vCenter Single Sign-On supports multiple Active Directory over LDAP
identity sources. This identity source type is included for compatibility with the vCenter Single Sign-
On service included with vSphere 5.1. Shown as Active Directory as an LDAP Server in the
vSphere Client.
n OpenLDAP versions 2.4 and later. vCenter Single Sign-On supports multiple OpenLDAP identity
sources. Shown as OpenLDAP in the vSphere Client.
n Local operating system users. Local operating system users are local to the operating system where
the vCenter Single Sign-On server is running. The local operating system identity source exists only
in basic vCenter Single Sign-On server deployments and is not available in deployments with multiple
vCenter Single Sign-On instances. Only one local operating system identity source is allowed. Shown
as localos in the vSphere Client.
Note Do not use local operating system users if the Platform Services Controller is on a different
machine than the vCenter Server system. Using local operating system users might make sense in
an embedded deployment but is not recommended.
n vCenter Single Sign-On system users. Exactly one system identity source is created when you install
Note At any time, only one default domain exists. If a user from a non-default domain logs in, that user
must add the domain name (DOMAIN\user) to authenticate successfully.
Set the Default Domain for vCenter Single Sign-On

Each vCenter Single Sign-On identity source is associated with a domain. vCenter Single Sign-On uses
the default domain to authenticate a user who logs in without a domain name. Users who belong to a
domain that is not the default domain must include the domain name when they log in.
When a user logs in to a vCenter Server system from the vSphere Client, the login behavior depends on
whether the user is in the domain that is set as the default identity source.
n Users who are in the default domain can log in with their user name and password.
VMware, Inc. 34
n Users who are in a domain that has been added to vCenter Single Sign-On as an identity source but
is not the default domain can log in to vCenter Server but must specify the domain in one of the
following ways.
n Including a domain name prefix, for example, MYDOMAIN\user1
n Including the domain, for example, [email protected]
n Users who are in a domain that is not a vCenter Single Sign-On identity source cannot log in to
vCenter Server. If the domain that you add to vCenter Single Sign-On is part of a domain hierarchy,
Active Directory determines whether users of other domains in the hierarchy are authenticated or not.
Procedure
1 Log in with the vSphere Client to the vCenter Server connected to the Platform Services Controller.
2 Specify the user name and password for [email protected] or another member of the
vCenter Single Sign-On Administrators group.
If you specified a different domain during installation, log in as administrator@mydomain.
3 Navigate to the Configuration UI.
a From the Home menu, select Administration.
b Under Single Sign On, click Configuration.
4 Click Identity Sources, select an identity source, and click Set as Default.
In the domain display, the default domain shows (default) in the Domain column.
Add or Edit a vCenter Single Sign-On Identity Source

Users can log in to vCenter Server only if they are in a domain that has been added as a vCenter Single
Sign-On identity source. vCenter Single Sign-On administrator users can add identity sources, or change
the settings for identity sources that they added.
An identity source can be a native Active Directory (Integrated Windows Authentication) domain or an
OpenLDAP directory service. For backward compatibility, Active Directory as an LDAP Server is also
available. See Identity Sources for vCenter Server with vCenter Single Sign-On.
Immediately after installation, the following default identity sources and users are available:
localos All local operating system users. If you are upgrading, those localos users
who can already authenticate can continue to authenticate. Using the
localos identity source does not make sense in environments that use an
embedded Platform Services Controller.
vsphere.local Contains the vCenter Single Sign-On internal users.
VMware, Inc. 35
Prerequisites
If you are adding an Active Directory identity source, the vCenter Server Appliance or the vCenter Server
Windows machine must be in the Active Directory domain. See Add a Platform Services Controller
Appliance to an Active Directory Domain.
Procedure
4 Click Identity Sources, and click Add Identity Source.
5 Select the identity source and enter the identity source settings.
Option Description
Active Directory (Integrated Windows Use this option for native Active Directory implementations. The machine on which
Authentication) the vCenter Single Sign-On service is running must be in an Active Directory
domain if you want to use this option.
See Active Directory Identity Source Settings.
Active Directory over LDAP This option is available for backward compatibility. It requires that you specify the
domain controller and other information. See Active Directory LDAP Server and
OpenLDAP Server Identity Source Settings.
OpenLDAP Use this option for an OpenLDAP identity source. See Active Directory LDAP
Server and OpenLDAP Server Identity Source Settings.
Local operating system of SSO server Use this option for the SSO server's local operating system.
Note If the user account is locked or disabled, authentications and group and user searches in the
Active Directory domain fail. The user account must have read-only access over the User and Group
OU, and must be able to read user and group attributes. Active Directory provides this access by
default. Use a special service user for improved security.
6 Click Add.
What to do next
When an identity source is added, all users can be authenticated but have the No access role. A user
with vCenter Server Modify.permissions privileges can give users or groups of users privileges. The
privileges enable the users or groups to log in to vCenter Server and to view and manage objects. You
can configure permissions so that users and groups from a joined Active Directory domain can access the
vCenter Server components. See the vSphere Security documentation.
VMware, Inc. 36
Active Directory Identity Source Settings

If you select the Active Directory (Integrated Windows Authentication) identity source type, you can
use the local machine account as your SPN (Service Principal Name) or specify an SPN explicitly. You
can use this option only if the vCenter Single Sign-On server is joined to an Active Directory domain.
Prerequisites for Using an Active Directory Identity Source

You can set up vCenter Single Sign-On to use an Active Directory identity source only if that identity
source is available.
n For a Windows installation, join the Windows machine to the Active Directory domain.
n For a vCenter Server Appliance, follow the instructions in the vCenter Server Appliance Configuration
documentation.
Note Active Directory (Integrated Windows Authentication) always uses the root of the Active Directory
domain forest. To configure your Integrated Windows Authentication identity source with a child domain
within your Active Directory forest, see the VMware knowledge base article at http://kb.vmware.com/kb/
2070433.
Select Use machine account to speed up configuration. If you expect to rename the local machine on
which vCenter Single Sign-On runs, specifying an SPN explicitly is preferable.
Note In vSphere 5.5, vCenter Single Sign-On uses the machine account even if you specify the SPN.
See the VMware knowledge base article at http://kb.vmware.com/kb/2087978.
Table 2-2. Add Identity Source Settings

Text Box Description
Domain name FQDN of the domain name, for example, mydomain.com. Do not
provide an IP address. This domain name must be DNS-
resolvable by the vCenter Server system. If you are using a
vCenter Server Appliance, use the information on configuring
network settings to update the DNS server settings.
Use machine account Select this option to use the local machine account as the SPN.
When you select this option, you specify only the domain name.
Do not select this option if you expect to rename this machine.
Use Service Principal Name (SPN) Select this option if you expect to rename the local machine. You
must specify an SPN, a user who can authenticate with the
identity source, and a password for the user.
VMware, Inc. 37
Table 2-2. Add Identity Source Settings (continued)

Text Box Description
Service Principal Name (SPN) SPN that helps Kerberos to identify the Active Directory service.
Include the domain in the name, for example, STS/
example.com.
The SPN must be unique across the domain. Running setspn -
S checks that no duplicate is created. See the Microsoft
documentation for information on setspn.
User Principal Name (UPN) Name and password of a user who can authenticate with this
Password identity source. Use the email address format, for example,
[email protected]. You can verify the User Principal Name
with the Active Directory Service Interfaces Editor (ADSI Edit).
Active Directory LDAP Server and OpenLDAP Server Identity Source Settings
The Active Directory as an LDAP Server identity source is available for backward compatibility. Use the
Active Directory (Integrated Windows Authentication) option for a setup that requires less input. The
OpenLDAP Server identity source is available for environments that use OpenLDAP.
If you are configuring an OpenLDAP identity source, see the VMware knowledge base article at http://
kb.vmware.com/kb/2064977 for additional requirements.
Table 2-3. Active Directory as an LDAP Server and OpenLDAP Settings

Option Description
Name Name of the identity source.
Base DN for users Base Distinguished Name for users.
Base DN for groups The base Distinguished Name for groups.
Domain name The FQDN of the domain.
Domain alias For Active Directory identity sources, the domain's NetBIOS
name. Add the NetBIOS name of the Active Directory domain as
an alias of the identity source if you are using SSPI
authentications.
For OpenLDAP identity sources, the domain name in capital
letters is added if you do not specify an alias.
User name ID of a user in the domain who has a minimum of read-only

access to Base DN for users and groups.
Password Password of the user who is specified by Username.
Connect to Domain controller to connect to. Can be any domain controller in

the domain, or specific controllers.
VMware, Inc. 38
Table 2-3. Active Directory as an LDAP Server and OpenLDAP Settings (continued)
Option Description
Primary Server URL Primary domain controller LDAP server for the domain.
Use the format ldap://hostname:port or
ldaps://hostname:port. The port is typically 389 for LDAP
connections and 636 for LDAPS connections. For Active
Directory multi-domain controller deployments, the port is
typically 3268 for LDAP and 3269 for LDAPS.
A certificate that establishes trust for the LDAPS endpoint of the
Active Directory server is required when you use ldaps:// in
the primary or secondary LDAP URL.
Secondary server URL Address of a secondary domain controller LDAP server that is
used for failover.
SSL certificates If you want to use LDAPS with your Active Directory LDAP
Server or OpenLDAP Server identity source, click Browse to
choose a certificate.
Use vCenter Single Sign-On With Windows Session

Authentication
You can use vCenter Single Sign-On with Windows Session Authentication (SSPI). You must join the
Platform Services Controller to an Active Directory domain before you can use SSPI.
Using SSPI speeds up the login process for the user who is currently logged in to a machine.
Prerequisites
n Join the Platform Services Controller appliance or the Windows machine on which Platform Services
Controller is running to an Active Directory domain. See Add a Platform Services Controller Appliance
to an Active Directory Domain.
n Verify that the domain is set up properly. See the VMware knowledge base article at http://
n If you are using vSphere 6.0 and earlier, verify that the Client Integration Plug-in is installed.
n If you are using vSphere 6.5 and later, verify that the Enhanced Authentication Plug-In is installed.
See vCenter Server Installation and Setup.
Procedure
1 Navigate to the vSphere Client login page.
2 Select the Use Windows session authentication check box.
3 Log in using the Active Directory user name and password.
n If the Active Directory domain is the default identity source, log in with your user name, for
example jlee.
n Otherwise, include the domain name, for example, [email protected].
VMware, Inc. 39
Understanding vCenter Server Two-Factor Authentication

vCenter Single Sign-On allows you to authenticate as a user in an identity source that is known to
vCenter Single Sign-On, or by using Windows session authentication. You can also authenticate by using
a smart card (UPN-based Common Access Card or CAC), or by using an RSA SecurID token.
Two-Factor Authentication Methods

The two-factor authentication methods are often required by government agencies or large enterprises.
Smart card Smart card authentication allows access only to users who attach a
authentication physical card to the USB drive of the computer that they log in to. An
example is Common Access Card (CAC) authentication.
The administrator can deploy the PKI so that the smart card certificates are
the only client certificates that the CA issues. For such deployments, only
smart card certificates are presented to the user. The user selects a
certificate, and is prompted for a PIN. Only users who have both the
physical card and the PIN that matches the certificate can log in.
RSA SecurID For RSA SecurID authentication, your environment must include a correctly
Authentication configured RSA Authentication Manager. If the Platform Services Controller
is configured to point to the RSA server, and if RSA SecurID Authentication
is enabled, users can log in with their user name and token.
See the two vSphere Blog posts about RSA SecurID setup for details.
Note vCenter Single Sign-On supports only native SecurID. It does not
support RADIUS authentication.
Specifying a Nondefault Authentication Method

Administrators can set up a nondefault authentication method from the vSphere Client, or by using the
sso-config script.
n For smart card authentication, you can perform the vCenter Single Sign-On setup from the vSphere
Client or by using sso-config. Setup includes enabling smart card authentication and configuring
certificate revocation policies.
n For RSA SecurID, you use the sso-config script to configure RSA Authentication Manager for the
domain, and to enable RSA token authentication. You cannot configure RSA SecurID authentication
from the vSphere Client. However, if you enable RSA SecurID, that authentication method appears in
the vSphere Client.
Combining Authentication Methods

You can enable or disable each authentication method separately by using sso-config. Leave user
name and password authentication enabled initially, while you are testing a two-factor authentication
method, and set only one authentication method to enabled after testing.
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Smart Card Authentication Login

A smart card is a small plastic card with an embedded integrated circuit chip. Many government agencies
and large enterprises use smart cards such as Common Access Card (CAC) to increase the security of
their systems and to comply with security regulations. A smart card is used in environments where each
machine includes a smart card reader. Smart card hardware drivers that manage the smart card are
typically preinstalled.
Users who log in to a vCenter Server or Platform Services Controller system are prompted to authenticate
with a smart card and PIN combination, as follows.
1 When the user inserts the smart card into the smart card reader, vCenter Single Sign-On reads the
certificates on the card.
2 vCenter Single Sign-On prompts the user to select a certificate, and then prompts the user for the PIN
for that certificate.
3 vCenter Single Sign-On checks whether the certificate on the smart card is known and whether the
PIN is correct. If revocation checking is turned on, vCenter Single Sign-On also checks whether the
certificate is revoked.
4 If the certificate is known, and is not a revoked certificate, the user is authenticated and can then
perform tasks that the user has permissions for.
Note It usually makes sense to leave user name and password authentication enabled during testing.
After testing is complete, disable user name and password authentication and enable smart card
authentication. Subsequently, the vSphere Client and the vSphere Web Client allow only smart card login.
Only users with root or administrator privileges on the machine can reenable user name and password
authentication by logging in to the Platform Services Controller directly.
Configuring and Using Smart Card Authentication

You can set up your environment to require smart card authentication when a user connects to a vCenter
Server or associated Platform Services Controller from either the vSphere Client or the vSphere Web
Client.
How you set up smart card authentication depends on the version of vSphere that you are using.
vSphere Version Procedure Links
6.0 Update 2 1 Set up the Tomcat server. vSphere 6.0 documentation center.
Later versions of vSphere 2 Enable and configure smart card
6.0 authentication.
6.5 and later 1 Set up the reverse proxy. Configure the Reverse Proxy to Request Client
2 Enable and configure smart card Certificates
authentication. Use the Command Line to Manage Smart Card
Authentication
Manage Smart Card Authentication
VMware, Inc. 41
Configure the Reverse Proxy to Request Client Certificates

Before you enable smart card authentication, you have to configure the reverse proxy on the Platform
Services Controller system. If your environment uses an embedded Platform Services Controller, you
perform this task on the system where both vCenter Server and Platform Services Controller run.
Reverse proxy configuration is required in vSphere 6.5 and later.
Prerequisites
Copy the CA certificates to the Platform Services Controller system.
Procedure
1 Log in to the Platform Services Controller.
OS Description
Appliance Log in to the appliance shell as the root user.
Windows Log in to a Windows command prompt as an Administrator user.
2 Create a trusted client CA store.
This store will contain the trusted issuing CA's certificates for client certificate. The client here is the
browser from which the smart card process prompts the end user for information.
The following example shows how you create a certificate store on the Platform Services Controller
appliance.
For a single certificate:
cd /usr/lib/vmware-sso/
openssl x509 -inform PEM -in xyzCompanySmartCardSigningCA.cer > /usr/lib/vmware-sso/vmware-sts/
conf/clienttrustCA.pem
For multiple certificates:
cd /usr/lib/vmware-sso/
openssl x509 -inform PEM -in xyzCompanySmartCardSigningCA.cer >> /usr/lib/vmware-sso/vmware-sts/
conf/clienttrustCA.pem
Note On Platform Services Controller on Windows, use C:\ProgramData\VMware\vCenterServer

\runtime\VMwareSTSService\conf\ and change the command to use backward slash.
3 Make a backup of the config.xml file that includes the reverse proxy definition, and open
config.xml in an editor.
OS Description
Appliance /etc/vmware-rhttpproxy/config.xml
Windows C:\ProgramData\VMware\vCenterServer\cfg\vmware-rhttpproxy
\config.xml
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4 Make the following changes and save the file.
<http>
<maxConnections> 2048 </maxConnections>
<requestClientCertificate>true</requestClientCertificate>
<clientCertificateMaxSize>4096</clientCertificateMaxSize>
<clientCAListFile>/usr/lib/vmware-sso/vmware-sts/conf/clienttrustCA.pem</clientCAListFile>
</http>
The config.xml file includes some of these elements. Uncomment, update, or add the elements as
needed.
5 Restart the service.
OS Description
Appliance /usr/lib/vmware-vmon/vmon-cli --restart rhttpproxy
Windows Restart the operating system, or restart the VMware HTTP Reverse Proxy by
following these steps:
a Open an elevated command prompt.
b Run the following commands:
cd C:\Program Files\VMware\vCenter Server\bin

service-control --stop vmware-rhttpproxy
service-control --start vmware-rhttpproxy
Use the Command Line to Manage Smart Card Authentication

You can use the sso-config utility to manage smart card authentication from the command line. The
utility supports all smart card configuration tasks.
You can find the sso-config script at the following locations:
Windows C:\Program Files\VMware\VCenter server\VMware Identity Services\sso-config.bat
Linux /opt/vmware/bin/sso-config.sh
Configuration of supported authentication types and revocation settings is stored in VMware Directory
Service and replicated across all Platform Services Controller instances in a vCenter Single Sign-On
domain.
If user name and password authentication are disabled, and if problems occur with smart card
authentication, users cannot log in. In that case, a root or administrator user can turn on user name and
password authentication from the Platform Services Controller command line. The following command
enables user name and password authentication.
VMware, Inc. 43
OS Command
Windows
sso-config.bat -set_authn_policy
-pwdAuthn true -t <tenant_name>
If you use the default tenant, use vsphere.local as the tenant

name.
Linux
sso-config.sh -set_authn_policy -pwdAuthn true
-t <tenant_name>

name.
If you use OCSP for revocation check, you can rely on the default OCSP specified in the smart card
certificate AIA extension. You can also override the default and configure one or more alternative OCSP
responders. For example, you can set up OCSP responders that are local to the vCenter Single Sign-On
site to process the revocation check request.
Note If your certificate does not have OCSP defined, enable CRL (certificate revocation list) instead.
Prerequisites
n Verify that your environment uses Platform Services Controller version 6.5 or later, and that you use
vCenter Server version 6.0 or later. Platform Services Controller version 6.0 Update 2 supports smart
card authentication, but the setup procedure is different.
n Verify that an enterprise Public Key Infrastructure (PKI) is set up in your environment, and that
certificates meet the following requirements:
n A User Principal Name (UPN) must correspond to an Active Directory account in the Subject
Alternative Name (SAN) extension.
n The certificate must specify Client Authentication in the Application Policy or Enhanced Key
Usage field or the browser does not show the certificate.
n Verify that the Platform Services Controller certificate is trusted by the end user's workstation.
Otherwise, the browser does not attempt authentication.
n Add an Active Directory identity source to vCenter Single Sign-On.
n Assign the vCenter Server Administrator role to one or more users in the Active Directory identity
source. Those users can then perform management tasks because they can authenticate and they
have vCenter Server administrator privileges.
Note The administrator of the vCenter Single Sign-On domain, [email protected] by

default, cannot perform smart card authentication.
n Set up the reverse proxy and restart the physical or virtual machine.
VMware, Inc. 44
Procedure
1 Obtain the certificates and copy them to a folder that the sso-config utility can see.
Option Description
Windows Log in to the Platform Services Controller Windows installation and use WinSCP or
a similar utility to copy the files.
Appliance a Log in to the appliance console, either directly or by using SSH.

b Enable the appliance shell, as follows.
shell
chsh -s "/bin/bash" root
c Use WinSCP or a similar utility to copy the certificates to the /usr/lib/

vmware-sso/vmware-sts/conf on the Platform Services Controller.
d Optionally disable the appliance shell, as follows.
chsh -s "/bin/appliancesh" root
2 To enable smart cart authentication for VMware Directory Service (vmdir), run the following
command.
sso-config.[bat|sh] -set_authn_policy -certAuthn true -cacerts

first_trusted_cert.cer,second_trusted_cert.cer -t tenant
For example:
sso-config.[bat|sh] -set_authn_policy -certAuthn true -cacerts MySmartCA1.cer,MySmartCA2.cer -t

vsphere.local
Separate multiple certificates with commas, but do not put spaces after the comma.
3 To disable all other authentication methods, run the following commands.
sso-config.[bat|sh] -set_authn_policy -pwdAuthn false -t vsphere.local

sso-config.sh -set_authn_policy -winAuthn false -t vsphere.local
sso-config.sh -set_authn_policy -securIDAuthn false -t vsphere.local
4 (Optional) To set a certificate policies white list, run the following command.
sso-config.[bat|sh] -set_authn_policy -certPolicies policies
To specify multiple policies, separate them with a comma, for example:
sso-config.bat -set_authn_policy -certPolicies 2.16.840.1.101.2.1.11.9,2.16.840.1.101.2.1.11.19
This white list specifies object IDs of policies that are allowed in the certificate's certificate policy
extension. An X509 certificate can have a Certificate Policy extension.
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5 (Optional) Turn on and configure revocation checking using OCSP.
a Turn on revocation checking using OCSP.
sso-config.[bat|sh] -set_authn_policy -t tenantName -useOcsp true
b If the OCSP responder link is not provided by the AIA extension of the certificates, provide the
overriding OCSP responder URL and OCSP authority certificate.
The alternative OCSP is configured for each vCenter Single Sign-On site. You can specify more
than one alternative OCSP responder for your vCenter Single Sign-On site to allow for failover.
sso-config.[bat|sh] -t tenant -add_alt_ocsp [-siteID yourPSCClusterID] -ocspUrl http://

ocsp.xyz.com/ -ocspSigningCert yourOcspSigningCA.cer
Note The configuration is applied to the current vCenter Single Sign-On site by default. Specify
the siteID parameter only if you configure alternative OCSP for other vCenter Single Sign-On
sites.
Consider the following example.
.sso-config.[bat|sh] -t vsphere.local -add_alt_ocsp -ocspUrl http://

failover.ocsp.nsn0.rcvs.nit.disa.mil/ -ocspSigningCert ./
DOD_JITC_EMAIL_CA-29__0x01A5__DOD_JITC_ROOT_CA_2.cer
Adding alternative OCSP responder for tenant :vsphere.local
OCSP responder is added successfully!
[
site:: 78564172-2508-4b3a-b903-23de29a2c342
[
OCSP url:: http://ocsp.nsn0.rcvs.nit.disa.mil/
OCSP signing CA cert: binary value]
]
[
OCSP url:: http://failover.ocsp.nsn0.rcvs.nit.disa.mil/
OCSP signing CA cert: binary value]
]
]
c To display the current alternative OCSP responder settings, run this command.
sso-config.[bat|sh] -t tenantName -get_alt_ocsp]
d To remove the current alternative OCSP responder settings, run this command.
sso-config.[bat|sh] -t tenantName -delete_alt_ocsp [-allSite] [-siteID

pscSiteID_for_the_configuration]
6 (Optional) To list configuration information, run the following command.
sso-config.[bat|sh] -get_authn_policy -t tenantName
VMware, Inc. 46
Manage Smart Card Authentication

You can enable and disable smart card authentication, customize the login banner, and set up the
revocation policy from the vSphere Client.
If smart card authentication is enabled and other authentication methods are disabled, users are then
required to log in using smart card authentication.
If user name and password authentication are disabled, and if problems occur with smart card
authentication, users cannot log in. In that case, a root or administrator user can turn on user name and
password authentication from the Platform Services Controller command line. The following command
enables user name and password authentication.
OS Command
Windows
sso-config.bat -set_authn_policy
-pwdAuthn true -t <tenant_name>

name.
Linux
sso-config.sh -set_authn_policy -pwdAuthn true
-t <tenant_name>

name.
Prerequisites
n Verify that the Platform Services Controller certificate is trusted by the end user's Workstation.

VMware, Inc. 47
n Set up the reverse proxy and restart the physical or virtual machine.
Procedure
1 Obtain the certificates and copy them to a folder that the sso-config utility can see.
Option Description
Windows Log in to the Platform Services Controller Windows installation and use WinSCP or
a similar utility to copy the files.
Appliance a Log in to the appliance console, either directly or by using SSH.

b Enable the appliance shell, as follows.
shell
chsh -s "/bin/bash" root
csh -s "bin/appliance/sh" root
c Use WinSCP or a similar utility to copy the certificates to the /usr/lib/

vmware-sso/vmware-sts/conf on the Platform Services Controller.
d Optionally disable the appliance shell, as follows.
chsh -s "/bin/appliancesh" root
5 Under Smart Card Authentication, click Edit.
6 Select or deselect authentication methods, and click Save.
You can choose smart card authentication by itself, or both smart card authentication and password
and Windows session authentication.
You cannot enable or disable RSA SecurID authentication from this Web interface. However, if RSA
SecurID has been enabled from the command line, the status appears in the Web interface.
The Trusted CA certificates appears.
7 Under the Trusted CA certificates tab, click Add, and click Browse.
8 Select all certificates from trusted CAs, and click Add.
VMware, Inc. 48
What to do next
Your environment might require enhanced OCSP configuration.
n If your OCSP response is issued by a different CA than the signing CA of the smart card, provide the
OCSP signing CA certificate.
n You can configure one or more local OCSP responders for each Platform Services Controller site in a
multi-site deployment. You can configure these alternative OCSP responders using the CLI. See Use
the Command Line to Manage Smart Card Authentication.
Set Revocation Policies for Smart Card Authentication

You can customize certificate revocation checking, and you can specify where vCenter Single Sign-On
looks for information about revoked certificates.
You can customize the behavior by using the vSphere Client or by using the sso-config script. The
settings that you select depend in part on what the CA supports.
n If revocation checking is disabled, vCenter Single Sign-On ignores any CRL or OCSP settings.
vCenter Single Sign-On does not perform checks on any certificates.
n If revocation checking is enabled, the recommended setup depends on the PKI setup.
OCSP only If the issuing CA supports an OCSP responder, enable OCSP and
disable CRL as failover for OCSP.
CRL only If the issuing CA does not support OSCP, enable CRL checking and
disable OSCP checking.
Both OSCP and CRL If the issuing CA supports both an OCSP responder and a CRL, vCenter
Single Sign-On checks the OCSP responder first. If the responder
returns an unknown status or is not available, vCenter Single Sign-On
checks the CRL. For this case, enable both OCSP checking and CRL
checking, and enable CRL as failover for OCSP.
n If revocation checking is enabled, advanced users can specify the following additional settings.
OSCP URL By default, vCenter Single Sign-On checks the location of the OCSP
responder that is defined in the certificate being validated. If the
Authority Information Access extension is absent from the certificate or if
you want to override it, you can explicitly specify a location.
Use CRL from By default, vCenter Single Sign-On checks the location of the CRL that
certificate is defined in the certificate being validated. Disable this option if the CRL
Distribution Point extension is absent from the certificate or if you want
to override the default.
CRL location Use this property if you disable Use CRL from certificate and you want
to specify a location (file or HTTP URL) where the CRL is located.
You can further limit which certificates vCenter Single Sign-On accepts by adding a certificate policy.
VMware, Inc. 49
Prerequisites
n Verify that the Platform Services Controller certificate is trusted by the end user's workstation.

Procedure
4 Click Smart Card Authentication.
5 Click Certificate revocation and click Edit to enable or disable revocation checking.
6 If certificate policies are in effect in your environment, you can add a policy in the Certificate policies
pane.
Set Up RSA SecurID Authentication

You can set up your environment to require that users log in with an RSA SecurID token. SecurID setup is
supported only from the command line.
VMware, Inc. 50
See the two vSphere Blog posts about RSA SecurID setup for details.
Note RSA Authentication Manager requires that the user ID is a unique identifier that uses 1 to 255
ASCII characters. The characters ampersand (&), percent (%), greater than (>), less than (<), and single
quote (`) are not allowed.
Prerequisites
n When configuring RSA SecurID, vCenter Single Sign-On (SSO) supports the use of User Principal
Name (userPrincipalName attribute) as the user ID only when Integrated Windows Authentication
(IWA) is configured as an identity source for RSA users.
n Verify that your environment has a correctly configured RSA Authentication Manager and that users
have RSA tokens. RSA Authentication Manager version 8.0 or later is required.
n Verify that the identity source that RSA Manager uses has been added to vCenter Single Sign-On.
See Add or Edit a vCenter Single Sign-On Identity Source.
n Verify that the RSA Authentication Manager system can resolve the Platform Services Controller host
name, and that the Platform Services Controller system can resolve the RSA Authentication Manager
host name.
n Export the sdconf.rec file from the RSA Manager by selecting Access > Authentication Agents >
Generate configuration file. Decompress the resulting AM_Config.zip file to find the sdconf.rec
file.
n Copy the sdconf.rec file to the Platform Services Controller node.
Procedure
1 Change to the directory where the sso-config script is located.
Option Description
Windows C:\Program Files\VMware\VCenter server\VMware Identity Services
Appliance /opt/vmware/bin
2 To enable RSA SecurID authentication, run the following command.
sso-config.[sh|bat] -t tenantName -set_authn_policy –securIDAuthn true
tenantName is the name of the vCenter Single Sign-On domain, vsphere.local by default.
3 (Optional) To disable other authentication methods, run the following command.
sso-config.sh -set_authn_policy -pwdAuthn false -winAuthn false -certAuthn false -t vsphere.local
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4 To configure the environment so that the tenant at the current site uses the RSA site, run the following
command.
sso-config.[sh|bat] -set_rsa_site [-t tenantName] [-siteID Location] [-agentName Name] [-

sdConfFile Path]
For example:
sso-config.sh -set_rsa_site -agentName SSO_RSA_AUTHSDK_AGENT -sdConfFile /tmp/sdconf.rec
You can specify the following options.
Option Description
siteID Optional Platform Services Controller site ID. Platform Services Controller supports
one RSA Authentication Manager instance or cluster per site. If you do not
explicitly specify this option, the RSA configuration is for the current Platform
Services Controller site. Use this option only if you are adding a different site.
agentName Defined in RSA Authentication Manager.
sdConfFile Copy of the sdconf.rec file that was downloaded from RSA Manager and
includes configuration information for the RSA Manager, such as the IP address.
5 (Optional) To change the tenant configuration to nondefault values, run the following command.
sso-config.[sh|bat] -set_rsa_config [-t tenantName] [-logLevel Level] [-logFileSize Size] [-

maxLogFileCount Count] [-connTimeOut Seconds] [-readTimeOut Seconds] [-encAlgList Alg1,Alg2,...]
The default is usually appropriate, for example:
sso-config.sh -set_rsa_config -t vsphere.local -logLevel DEBUG
6 (Optional) If your identity source is not using the User Principal Name as the user ID, set up the
identity source userID attribute. (Supported with Active Directory over LDAP identity sources only.)
The userID attribute determines which LDAP attribute is used as the RSA userID.
sso-config.[sh|bat] -set_rsa_userid_attr_map [-t tenantName] [-idsName Name] [-ldapAttr AttrName]

[-siteID Location]
For example:
sso-config.sh -set_rsa_userid_attr_map -t vsphere.local -idsName ssolabs.com -ldapAttr

userPrincipalName
7 To display the current settings, run the following command.
sso-config.sh -t tenantName -get_rsa_config
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If user name and password authentication is disabled and RSA authentication is enabled, users must log
in with their user name and RSA token. User name and password login is no longer possible.
Note Use the user name format userID@domainName or userID@domain_upn_suffix.
Manage the Login Message

You can include a login message with your environment. You can enable and disable the login message,
and you can require that users click an explicit consent check box.
Procedure
4 Click the Login Message tab.
5 Click Edit and configure the login message.
Option Description
Show login message Toggle on Show login message to enable the login message. You cannot make
changes to the login message unless you toggle on this switch.
Login message Title of the message. By default, when Consent checkbox is toggled on, the login
message text is I agree to Terms and Conditions. You must replace Terms and
Conditions with your own text. If the Consent checkbox is toggled off, then Login
message appears, over which you enter your message.
Consent checkbox Toggle on Consent checkbox to require that the user clicks a check box before
logging in. You can also display a message without a check box.
Details of login message Message that the user sees when clicking the login message, for example, the text
of the terms and conditions. You must enter some details in this text box.
6 Click Save.
Using vCenter Single Sign-On as the Identity Provider for

Another Service Provider
The vSphere Client is automatically registered as a trusted SAML 2.0 Service Provider (SP) to vCenter
Single Sign-On. You can add other trusted service providers to an identity federation where vCenter
Single Sign-On is acting as the SAML Identity Provider (IDP). The service providers must conform to the
VMware, Inc. 53
SAML 2.0 protocol. After the federation is set up, the service provider grants access to a user if that user
can authenticate to vCenter Single Sign-On.
Note vCenter Single Sign-On can be the IDP to other SPs.vCenter Single Sign-On cannot be an SP that
uses another IDP.
A registered SAML service provider can grant access to a user that already has a live session, that is, a
user that is logged in to the identity provider. For example, vRealize Automation 7.0 and later supports
vCenter Single Sign-On as an identity provider. You can set up a federation from vCenter Single Sign-On
and from vRealize Automation. After that, vCenter Single Sign-On can perform the authentication when
you log in to vRealize Automation.
To join a SAML service provider to the identity federation, you have to set up trust between the SP and
the IDP by exchanging SAML metadata between them.
You have to perform integration tasks for both vCenter Single Sign-On and the service that is using
1 Export IDP metadata to a file, then import it to the SP.
2 Export SP metadata and import it into the IDP.
You can use the vSphere Client interface to vCenter Single Sign-On to export the IDP metadata, and to
import the metadate from the SP. If you are using vRealize Automation as the SP, see the vRealize
Automation documentation for details on exporting the SP metadata and importing the IDP metadata.
Note The service must fully support the SAML 2.0 standard or integration does not work.
Join a SAML Service Provider to the Identity Federation

You add a SAML service provider to vCenter Single Sign-On, and add vCenter Single Sign-On as the
identity provider to that service. Going forward, when users log in to the service provider, the service
provider authenticates those users with vCenter Single Sign-On.
Prerequisites
The target service must fully support the SAML 2.0 standard and the SP metadata must have the
SPSSODescriptor element.
If the metadata do not follow the SAML 2.0 metadata schema precisely, you might have to edit the
metadata before you import it. For example, if you are using an Active Directory Federation Services
(ADFS) SAML service provider, you have to edit the metadata before you can import them. Remove the
following non-standard elements:
fed:ApplicationServiceType
fed:SecurityTokenServiceType
Procedure
1 Export the metadata from the service provider to a file.
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2 Log in with the vSphere Web Client to the vCenter Server connected to the Platform Services
Controller.
4 Import the SP metadata into vCenter Single Sign-On.
a Select the SAML Service Providers tab.
b In the Metadata from your SAML service provider dialog box, import the metadata by pasting
the XML string or by importing a file.
5 Export the vCenter Single Sign-On IDP metadata.
a In the Metadata for your SAML service provider text box, click Download.
b Specify a file location.
6 Log in to the SAML SP, for example VMware vRealize Automation 7.0, and follow the SP instructions
to add the vCenter Single Sign-On metadata to that service provider.
See the vRealize Automation documentation for details on importing the metadata into that product.
Security Token Service STS

The vCenter Single Sign-On Security Token Service (STS) is a Web service that issues, validates, and
renews security tokens.
Users present their primary credentials to the STS interface to acquire SAML tokens. The primary
credential depends on the type of user.
User User name and password available in a vCenter Single Sign-On identity
source.
Application user Valid certificate.
STS authenticates the user based on the primary credentials, and constructs a SAML token that contains
user attributes. STS signs the SAML token with its STS signing certificate, and assigns the token to the
user. By default, the STS signing certificate is generated by VMCA. You can replace the default STS
signing certificate from the vSphere Web Client. Do not replace the STS signing certificate unless your
company's security policy requires replacing all certificates.
After a user has a SAML token, the SAML token is sent as part of that user's HTTP requests, possibly
through various proxies. Only the intended recipient (service provider) can use the information in the
SAML token.
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Refresh the Security Token Service Certificate

The vCenter Single Sign-On server includes a Security Token Service (STS). The Security Token Service
is a Web service that issues, validates, and renews security tokens. You can manually refresh the existing
Security Token Service certificate from the vSphere Web Client when the certificate expires or changes.
To acquire a SAML token, a user presents the primary credentials to the Secure Token Server (STS). The
primary credentials depend on the type of user:
Solution user Valid certificate
Other users User name and password available in a vCenter Single Sign-On identity
source.
The STS authenticates the user using the primary credentials, and constructs a SAML token that contains
user attributes. The STS service signs the SAML token with its STS signing certificate, and then assigns
the token to a user. By default, the STS signing certificate is generated by VMCA.
After a user has a SAML token, the SAML token is sent as part of that user's HTTP requests, possibly
through various proxies. Only the intended recipient (service provider) can use the information in the
SAML token.
You can replace the existing STS signing certificate vSphere Web Client if your company policy requires
it, or if you want to update an expired certificate.
Caution Do not replace the file in the filesystem. If you do, errors that are unexpected and difficult to
debug result.
Note After you replace the certificate, you must restart the node to restart both the vSphere Web Client
service and the STS service.
Prerequisites
Copy the certificate that you just added to the java keystore from the Platform Services Controller to your
local workstation.
Platform Services certificate_location/keys/root-trust.jks For example: /keys/

Controller appliance root-trust.jks
For example:
/root/newsts/keys/root-trust.jks
Windows installation certificate_location\root-trust.jks

For example:
C:\Program Files\VMware\vCenter Server\jre\bin\root-
trust.jks
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Procedure
1 Log in to the vSphere Web Client as [email protected] or as another user with vCenter
Single Sign-On administrator privileges.
Users with vCenter Single Sign-On administrator privileges are in the Administrators group in the
local vCenter Single Sign-On domain, vsphere.local by default.
3 Select the Certificates tab, then the STS Signing subtab, and click the Add STS Signing
Certificate icon.
4 Add the certificate.
a Click Browse to browse to the key store JKS file that contains the new certificate and click Open.
b Type the password when prompted.
c Click the top of the STS alias chain and click OK.
d Type the password again when prompted
5 Click OK.
6 Restart the Platform Services Controller node to start both the STS service and the vSphere Web
Client.
Before the restart, authentication does not work correctly so the restart is essential.
Generate a New STS Signing Certificate on the Appliance

Because the vCenter Single Sign-On Security Token Service (STS) signing certificate is an internal
VMware certificate, do not replace it unless your company mandates the replacement of internal
certificates. If you want to replace the default STS signing certificate, you must generate a new certificate
and add it to the Java key store. This procedure explains the steps on an embedded deployment
appliance or an external Platform Services Controller appliance.
Note This certificate is valid for ten years and is not an external-facing certificate. Do not replace this
certificate unless your company's security policy requires it.
See Generate a New STS Signing Certificate on a vCenter Windows Installation if you are running a
Platform Services Controller Windows installation.
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Procedure
1 Create a top-level directory to hold the new certificate and verify the location of the directory.
mkdir newsts
cd newsts
pwd
#resulting output: /root/newst
2 Copy the certool.cfg file into the new directory.
cp /usr/lib/vmware-vmca/share/config/certool.cfg /root/newsts
3 Open your copy of the certool.cfg file and edit it to use the local Platform Services Controller IP
address and hostname.
The country is required and has to be two characters, as shown in the following example.
#
# Template file for a CSR request
#
# Country is needed and has to be 2 characters

Country = US
Name = STS
Organization = ExampleInc
OrgUnit = ExampleInc Dev
State = Indiana
Locality = Indianapolis
IPAddress = 10.0.1.32
Email = [email protected]
Hostname = homecenter.exampleinc.local
4 Generate the key.
/usr/lib/vmware-vmca/bin/certool --server localhost --genkey --privkey=/root/newsts/sts.key --

pubkey=/root/newsts/sts.pub
5 Generate the certificate
/usr/lib/vmware-vmca/bin/certool --gencert --cert=/root/newsts/newsts.cer --privkey=/root/newsts/

sts.key --config=/root/newsts/certool.cfg
6 Convert the certificate to PK12 format.
openssl pkcs12 -export -in /root/newsts/newsts.cer -inkey /root/newsts/sts.key -certfile /var/lib/

vmware/vmca/root.cer -name "newstssigning" -passout pass:changeme -out newsts.p12
7 Add the certificate to the Java key store (JKS).
/usr/java/jre-vmware/bin/keytool -v -importkeystore -srckeystore newsts.p12 -srcstoretype pkcs12 -

srcstorepass changeme -srcalias newstssigning -destkeystore root-trust.jks -deststoretype JKS -
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deststorepass testpassword -destkeypass testpassword
/usr/java/jre-vmware/bin/keytool -v -importcert -keystore root-trust.jks -deststoretype JKS -

storepass testpassword -keypass testpassword -file /var/lib/vmware/vmca/root.cer -alias root-ca
8 When prompted, type Yes to accept the certificate into the keystore.
What to do next
You can now import the new certificate. See Refresh the Security Token Service Certificate.
Generate a New STS Signing Certificate on a vCenter Windows

Installation
Because the vCenter Single Sign-On Security Token Service (STS) signing certificate is an internal
VMware certificate, do not replace it unless your company mandates the replacement of internal
certificates. If you want to replace the default STS signing certificate, you must first generate a new
certificate and add it to the Java key store. This procedure explains the steps on a Windows installation.
Note This certificate is valid for ten years and is not an external-facing certificate. Do not replace this
certificate unless your company's security policy requires it.
See Generate a New STS Signing Certificate on the Appliance if you are using a virtual appliance.
Procedure
1 Create a directory to hold the new certificate.
cd C:\ProgramData\VMware\vCenterServer\cfg\sso\keys\
mkdir newsts
cd newsts
2 Make a copy of the certool.cfg file and place it in the new directory.
copy "C:\Program Files\VMware\vCenter Server\vmcad\certool.cfg" .
3 Open your copy of the certool.cfg file and edit it to use the local Platform Services Controller IP
address and hostname.
The country is required and has to be two characters. The following sample illustrates this.
#
# Template file for a CSR request
#
# Country is needed and has to be 2 characters

Country = US
Name = STS
Organization = ExampleInc
OrgUnit = ExampleInc Dev
State = Indiana
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Locality = Indianapolis
Hostname = homecenter.exampleinc.local
4 Generate the key.
"C:\Program Files\VMware\vCenter Server\vmcad\certool.exe" --server localhost --genkey --

privkey=sts.key --pubkey=sts.pub
5 Generate the certificate
"C:\Program Files\VMware\vCenter Server\vmcad\certool.exe" --gencert --cert=newsts.cer --

privkey=sts.key --config=certool.cfg
6 Convert the certificate to PK12 format.
"C:\Program Files\VMware\vCenter Server\openSSL\openssl.exe" pkcs12 -export -in newsts.cer -inkey

sts.key -certfile C:\ProgramData\VMware\vCenterServer\data\vmca\root.cer -name "newstssigning" -
passout pass:changeme -out newsts.p12
7 Add the certificate to the Java key store (JKS).
"C:\Program Files\VMware\vCenter Server\jre\bin\keytool.exe" -v -importkeystore -srckeystore

newsts.p12 -srcstoretype pkcs12 -srcstorepass changeme -srcalias newstssigning -destkeystore root-
trust.jks -deststoretype JKS -deststorepass testpassword -destkeypass testpassword
"C:\Program Files\VMware\vCenter Server\jre\bin\keytool.exe" -v -importcert -keystore root-
trust.jks -deststoretype JKS -storepass testpassword -keypass testpassword -file C:\ProgramData
\VMware\vCenterServer\data\vmca\root.cer -alias root-ca
What to do next
You can now import the new certificate. See Refresh the Security Token Service Certificate.
Determine the Expiration Date of an LDAPS SSL Certificate

If you select an LDAP identity source, and you decide to use LDAPS, you can upload an SSL certificate
for the LDAP traffic. SSL certificates expire after a predefined lifespan. Knowing when a certificate expires
lets you replace or renew the certificate before the expiration date.
You see certificate expiration information only if you use an Active Directory LDAP Server or OpenLDAP
Server and specify an ldaps:// URL for the server. The Identity Sources TrustStore tab remains empty
for other types of identity sources or for ldap:// traffic.
Procedure
Controller.
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4 Click the Certificates tab.
5 View a certificate's details and verify the expiration date in the Valid until field.
You might see a warning at the top of the tab which indicates that a certificate is about to expire.
Managing vCenter Single Sign-On Policies

vCenter Single Sign-On policies enforce the security rules in your environment. You can view and edit the
default vCenter Single Sign-On password policy, lockout policy, and token policy.
Edit the vCenter Single Sign-On Password Policy

The vCenter Single Sign-On password policy determines the password format and password expiration.
Password policy applies only to users in the vCenter Single Sign-On domain (vsphere.local or vmc.local).
By default, vCenter Single Sign-On passwords expire after 90 days. The vSphere Client reminds you
when your password is about to expire.
See Change Your vCenter Single Sign-On Password .
Procedure
4 Click Policies, select Password Policy, and click Edit.
5 Edit the password policy.
Option Description
Description Password policy description.
Maximum lifetime Maximum number of days that a password is valid before the user must change it.
The maximum number of days you can enter is 999999999. A value of zero (0)
means that the password never expires.
Restrict reuse Number of previous passwords that cannot be reused. For example, if you enter 6,
the user cannot reuse any of the last six passwords.
Maximum length Maximum number of characters that are allowed in the password.
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Option Description
Minimum length Minimum number of characters required in the password. The minimum length
must be no less than the combined minimum of alphabetic, numeric, and special
character requirements.
Character requirements Minimum number of different character types that are required in the password.
You can specify the number of each type of character, as follows:
n Special: & # %
n Alphabetic: A b c D
n Uppercase: A B C
n Lowercase: a b c
n Numeric: 1 2 3
The minimum number of alphabetic characters must be no less than the combined
uppercase and lowercase characters.
Non-ASCII characters are supported in passwords. In earlier versions of vCenter
Single Sign-On, limitations on supported characters exist.
Identical adjacent characters Maximum number of identical adjacent characters that are allowed in the
password. For example, if you enter 1, the following password is not allowed: p@$
$word.
The number must be greater than 0.
6 Click Save.
Edit the vCenter Single Sign-On Lockout Policy

If a user attempts to log in with incorrect credentials, a vCenter Single Sign-On lockout policy specifies
when the user's vCenter Single Sign-On account is locked. Administrators can edit the lockout policy.
If a user logs in to vsphere.local multiple times with the wrong password, the user is locked out. The
lockout policy allows administrators to specify the maximum number of failed login attempts, and set the
time interval between failures. The policy also specifies how much time must elapse before the account is
automatically unlocked.
Note The lockout policy applies only to user accounts, not to system accounts such as
[email protected].
Procedure
4 Select Lockout Policy and click Edit.
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5 Edit the parameters.
Option Description
Description Optional description of the lockout policy.
Maximum number of failed login Maximum number of failed login attempts that are allowed before the account is
attempts locked.
Time interval between failures Time period in which failed login attempts must occur to trigger a lockout.
Unlock time Amount of time that the account remains locked. If you enter 0, the administrator
must unlock the account explicitly.
6 Click Save.
Edit the vCenter Single Sign-On Token Policy

The vCenter Single Sign-On token policy specifies token properties such as the clock tolerance and
renewal count. You can edit the token policy to ensure that the token specification conforms to security
standards in your corporation.
Procedure
4 Select Token Policy and click Edit.
5 Edit the token policy configuration parameters.
Option Description
Clock Tolerance Time difference, in milliseconds, that vCenter Single Sign-On tolerates between a
client clock and the domain controller clock. If the time difference is greater than
the specified value, vCenter Single Sign-On declares the token invalid.
Maximum Token Renewal Count Maximum number of times that a token can be renewed. After the maximum
number of renewal attempts, a new security token is required.
Maximum Token Delegation Count Holder-of-key tokens can be delegated to services in the vSphere environment. A
service that uses a delegated token performs the service on behalf of the principal
that provided the token. A token request specifies a DelegateTo identity. The
DelegateTo value can either be a solution token or a reference to a solution token.
This value specifies how many times a single holder-of-key token can be
delegated.
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Option Description
Maximum Bearer Token Lifetime Bearer tokens provide authentication based only on possession of the token.
Bearer tokens are intended for short-term, single-operation use. A bearer token
does not verify the identity of the user or entity that is sending the request. This
value specifies the lifetime value of a bearer token before the token has to be
reissued.
Maximum Holder-of-Key Token Holder-of-key tokens provide authentication based on security artifacts that are
Lifetime embedded in the token. Holder-of-key tokens can be used for delegation. A client
can obtain a holder-of-key token and delegate that token to another entity. The
token contains the claims to identify the originator and the delegate. In the vSphere
environment, a vCenter Server system obtains delegated tokens on a user's behalf
and uses those tokens to perform operations.
This value determines the lifetime of a holder-of-key token before the token is
marked invalid.
6 Click Save.
Edit Password Expiration Notification for Active Directory Users

The Active Directory password expiration notification is separate from the vCenter Server SSO password
expiration. The default password expiration notification for an Active Directory user is 30 days but the
actual password expiration depends on your Active Directory system. The vSphere Client and the
vSphere Web Client control the expiration notification. You can change the default expiration notification
to meet the security standards in your corporation.
Procedure
1 Log in to the vCenter Server system as a user with Administrator privileges.
The default user with super administrator role is root.
2 Change directory to the location of the webclient.properties file.
OS Command
Linux n vSphere Client:
cd /etc/vmware/vsphere-ui
n vSphere Web Client:
cd /etc/vmware/vsphere-client
Windows n vSphere Client:
cd %ALLUSERSPROFILE%\VMware\vCenterServer\cfg\vsphere-ui
cd %ALLUSERSPROFILE%\VMware\vCenterServer\cfg\vsphere-client
3 Open the webclient.properties file with a text editor.
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4 Edit the following variable.
sso.pending.password.expiration.notification.days = 30
5 Restart the client.
OS Command
Linux n vSphere Client:
service-control --stop vsphere-ui

service-control --start vsphere-ui
service-control --stop vsphere-client

service-control --start vsphere-client
Windows n vSphere Client:
cd "C:\Program Files\VMware\vCenter Server\bin\"

service-control --stop vsphere-ui
service-control --start vsphere-ui
cd "C:\Program Files\VMware\vCenter Server\bin\"

service-control --stop vspherewebclientsvc
service-control --start vspherewebclientsvc
Managing vCenter Single Sign-On Users and Groups

A vCenter Single Sign-On administrator user can manage users and groups in the vsphere.local domain
from the vSphere Client.
The vCenter Single Sign-On administrator user can perform the following tasks.
n Add vCenter Single Sign-On Users

Users listed on the Users tab in the vSphere Client are internal to vCenter Single Sign-On and
belong to the vsphere.local domain. You add users to that domain from one of the vCenter Single
Sign-On management interfaces.
n Disable and Enable vCenter Single Sign-On Users

When a vCenter Single Sign-On user account is disabled, the user cannot log in to the vCenter
Single Sign-On server until an administrator enables the account. You can disable and enable
accounts from one of the vCenter Single Sign-On management interfaces.
n Delete a vCenter Single Sign-On User

You can delete users that are in the vsphere.local domain from a vCenter Single Sign-On
management interface. You cannot delete local operating system users or users in another domain
from a vCenter Single Sign-On management interface.
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n Edit a vCenter Single Sign-On User

You can change the password or other details of a vCenter Single Sign-On user from a vCenter
Single Sign-On management interface. You cannot rename users in the vsphere.local domain. That
means you cannot rename [email protected].
n Add a vCenter Single Sign-On Group

The vCenter Single Sign-On Groups tab shows groups in the local domain, vsphere.local by default.
You add groups if you need a container for group members (principals).
n Add Members to a vCenter Single Sign-On Group

Members of a vCenter Single Sign-On group can be users or other groups from one or more identity
sources. You can add new members from the vSphere Client.
n Remove Members from a vCenter Single Sign-On Group

You can remove members from a vCenter Single Sign-On group by using the vSphere Client. When
you remove a member (user or group) from a group, you do not delete the member from the system.
n Delete vCenter Single Sign-On Solution Users

vCenter Single Sign-On displays solution users. A solution user is a collection of services. Several
vCenter Server solution users are predefined and authenticate to vCenter Single Sign-On as part of
installation. In troubleshooting situations, for example, if an uninstall did not complete cleanly, you
can delete individual solution users from the vSphere Web Client.
n Change Your vCenter Single Sign-On Password

Users in the local domain, vsphere.local by default, can change their vCenter Single Sign-On
passwords from a Web interface. Users in other domains change their passwords following the rules
for that domain.
Add vCenter Single Sign-On Users

Users listed on the Users tab in the vSphere Client are internal to vCenter Single Sign-On and belong to
the vsphere.local domain. You add users to that domain from one of the vCenter Single Sign-On
management interfaces.
You can select other domains and view information about the users in those domains, but you cannot add
users to other domains from a vCenter Single Sign-On management interface.
Procedure
3 Navigate to the vCenter Single Sign-On user configuration UI.
b Under Single Sign On, click Users and Groups.
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4 If vsphere.local is not the currently selected domain, select it from the drop-down menu.
You cannot add users to other domains.
5 On the Users tab, click Add User.
6 Enter a user name and password for the new user.
You cannot change the user name after you create a user. The password must meet the password
policy requirements for the system.
7 (Optional) Enter the first name and last name of the new user.
8 (Optional) Enter an email address and description for the user.
9 Click Add.
When you add a user, that user initially has no privileges to perform management operations.
What to do next
Add the user to a group in the vsphere.local domain, for example, to the group of users who can
administer VMCA (CAAdmins) or to the group of users who can administer vCenter Single Sign-On
(Administrators). See Add Members to a vCenter Single Sign-On Group.
Disable and Enable vCenter Single Sign-On Users

When a vCenter Single Sign-On user account is disabled, the user cannot log in to the vCenter Single
Sign-On server until an administrator enables the account. You can disable and enable accounts from
one of the vCenter Single Sign-On management interfaces.
Disabled user accounts remain available in the vCenter Single Sign-On system, but the user cannot log in
or perform operations on the server. Users with administrator privileges can disable and enable accounts
from the vCenter Users and Groups page.
Prerequisites
You must be a member of the vCenter Single Sign-On Administrators group to disable and enable
vCenter Single Sign-On users.
Procedure
4 Select a user name, click the vertical ellipsis icon, and click Disable.
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5 Click OK.
6 To enable the user again, click the vertical ellipsis icon, click Enable, and click OK.
Delete a vCenter Single Sign-On User

You can delete users that are in the vsphere.local domain from a vCenter Single Sign-On management
interface. You cannot delete local operating system users or users in another domain from a vCenter
Single Sign-On management interface.
Caution If you delete the administrator user in the vsphere.local domain, you can no longer log in to
vCenter Single Sign-On. Reinstall vCenter Server and its components.
Procedure
4 Select Users, and select the vsphere.local domain from the drop-down menu.
5 In the list of users, select the user that you want to delete and click the vertical ellipsis icon.
6 Click Delete.
Proceed with caution. You cannot undo this action.
Edit a vCenter Single Sign-On User

You can change the password or other details of a vCenter Single Sign-On user from a vCenter Single
Sign-On management interface. You cannot rename users in the vsphere.local domain. That means you
cannot rename [email protected].
You can create additional users with the same privileges as [email protected].
vCenter Single Sign-On users are stored in the vCenter Single Sign-On vsphere.local domain.
You can review the vCenter Single Sign-On password policies from the vSphere Client. Log in as
[email protected] and from the Administration menu, select Configuration > Policies >
Password Policy.
See also Edit the vCenter Single Sign-On Password Policy.
Procedure
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4 Click Users.
5 Click the vertical ellipsis icon and select Edit.
6 Edit the user attributes.
You cannot change the user name of the user.
The password must meet the password policy requirements for the system.
7 Click OK.
Add a vCenter Single Sign-On Group

The vCenter Single Sign-On Groups tab shows groups in the local domain, vsphere.local by default. You
add groups if you need a container for group members (principals).
You cannot add groups to other domains, for example, the Active Directory domain, from the vCenter
Single Sign-On Groups tab.
If you do not add an identity source to vCenter Single Sign-On, creating groups and adding users can
help you organize the local domain.
Procedure
4 Select Groups, and click Add Group.
5 Enter a name and description for the group.
You cannot change the group name after you create the group.
6 Click Add.
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What to do next
n Add members to the group.
Add Members to a vCenter Single Sign-On Group

Members of a vCenter Single Sign-On group can be users or other groups from one or more identity
sources. You can add new members from the vSphere Client.
See the VMware knowledge base article at http://kb.vmware.com/kb/2095342 for background information.
Groups listed on the Groups tab in the Web interface are part of the vsphere.local domain. See Groups in
the vCenter Single Sign-On Domain.
Procedure
4 Click Groups and click the group (for example, Administrators).
5 In the Group Members area, click Add Members.
6 Select the identity source that contains the member to add to the group.
7 (Optional) Enter a search term and click Search.
8 Select the member.
You can add more than one member.
9 Click OK.
Remove Members from a vCenter Single Sign-On Group

You can remove members from a vCenter Single Sign-On group by using the vSphere Client. When you
remove a member (user or group) from a group, you do not delete the member from the system.
Procedure
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4 Select Groups and click a group.
5 In the list of group members, select the user or group that you want to remove and click the vertical
ellipsis icon.
6 Click Remove Member.
7 Click Remove.
The user is removed from the group, but is still available in the system.
Delete vCenter Single Sign-On Solution Users

vCenter Single Sign-On displays solution users. A solution user is a collection of services. Several
vCenter Server solution users are predefined and authenticate to vCenter Single Sign-On as part of
installation. In troubleshooting situations, for example, if an uninstall did not complete cleanly, you can
delete individual solution users from the vSphere Web Client.
When you remove the set of services associated with a vCenter Server solution user or a third-party
solution user from your environment, the solution user is removed from the vSphere Web Client display. If
you forcefully remove an application, or if the system becomes unrecoverable while the solution user is
still in the system, you can remove the solution user explicitly from the vSphere Web Client.
Important If you delete a solution user, the corresponding services can no longer authenticate to
Procedure
Controller.
b Under Single Sign-On, click Users and Groups.
4 Click the Solution Users tab, and click the solution user name.
5 Click the Delete Solution User icon.
6 Click Yes.
The services associated with the solution user no longer have access to vCenter Server and cannot
function as vCenter Server services.
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Change Your vCenter Single Sign-On Password

Users in the local domain, vsphere.local by default, can change their vCenter Single Sign-On passwords
from a Web interface. Users in other domains change their passwords following the rules for that domain.
The vCenter Single Sign-On lockout policy determines when your password expires. By default, vCenter
Single Sign-On user passwords expire after 90 days, but administrator passwords such as the password
for [email protected] do not expire. vCenter Single Sign-On management interfaces show a
warning when your password is about to expire.
Note You can change a password only if it is not expired.
If the password is expired, the administrator of the local domain, [email protected] by default,
can reset the password by using the dir-cli password reset command. Only members of the
Administrator group for the vCenter Single Sign-On domain can reset passwords.
Procedure
3 In the upper navigation pane, to the right of the Help menu, click your user name to pull down the
menu.
As an alternative, you can select Single Sign On > Users and Groups and select Edit User from
the vertical ellipsis menu.
4 Select Change Password and type your current password.
5 Type a new password and confirm it.
The password must conform to the password policy.
6 Click OK.
vCenter Single Sign-On Security Best Practices

Follow vCenter Single Sign-On security best practices to protect your vSphere environment.
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The vSphere authentication infrastructure enhances security in your vSphere environment. To make sure
that infrastructure is not compromised, follow vCenter Single Sign-On best practices.
Check password The default vCenter Single Sign-On password policy has a password
expiration lifetime of 90 days. After 90 days, the password expires and you can no
longer log in. Check the expiration and refresh passwords in a timely
fashion.
Configure NTP Ensure that all systems use the same relative time source (including the
relevant localization offset), and that the relative time source can be
correlated to an agreed-upon time standard (such as Coordinated Universal
Time—UTC). Synchronized systems are essential for vCenter Single Sign-
On certificate validity, and for the validity of other vSphere certificates.
NTP also makes it easier to track an intruder in log files. Incorrect time
settings can make it difficult to inspect and correlate log files to detect
attacks, and can make auditing inaccurate.
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vSphere Security Certificates 3
vSphere provides security by using certificates to encrypt communications, authenticate services, and
sign tokens.
vSphere uses certificates to:
n Encrypt communications between two nodes, such as vCenter Server and an ESXi host.
n Authenticate vSphere services.
n Perform internal actions such as signing tokens.
vSphere's internal certificate authority, VMware Certificate Authority (VMCA), provides all the certificates
necessary for vCenter Server and ESXi. VMCA is installed on every Platform Services Controller,
immediately securing the solution without any other modification. Keeping this default configuration
provides the lowest operational overhead for certificate management. vSphere provides a mechanism to
renew these certificates in the event they expire.
vSphere also provides a mechanism to replace certain certificates with your own certificates. However,
replace only the SSL certificate that provides encryption between nodes, to keep your certificate
management overhead low.
The following options are recommended for managing certificates.
Table 3-1. Recommended Options for Managing Certificates

Mode Description Advantages
VMCA Default Certificates VMCA provides all the certificates Simplest and lowest overhead. VMCA can manage the
for vCenter Server and ESXi certificate lifecycle for vCenter Server and ESXi hosts.
hosts.
VMCA Default Certificates with You replace the Platform Services Simple and secure. VMCA manages internal
External SSL Certificates (Hybrid Controller and vCenter Server certificates but you get the benefit of using your
Mode) Appliance SSL certificates, and corporate-approved SSL certificates, and having those
allow VMCA to manage certificates trusted by your browsers.
certificates for solution users and
ESXi hosts. Optionally, for high-
security conscious deployments,
you can replace the ESXi host
SSL certificates as well.
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VMware does not recommend replacing either solution user certificates or STS certificates, nor using a
subordinate CA in place of the VMCA. If you choose either of these options, you might encounter
significant complexity and the potential for a negative impact to your security, and an unnecessary
increase in your operational risk. For more information about managing certificates within a vSphere
environment, see the blog post titled New Product Walkthrough - Hybrid vSphere SSL Certificate
Replacement at http://vmware.com/go/hybridvmca.
You can use the following options to replace the existing certificates:
Table 3-2. Different Approaches to Certificate Replacement

Option See
Use the vSphere Client. Starting with vSphere 6.7, the Platform Managing Certificates with the vSphere Client
Services Controller is managed through the vSphere Client.
Use the vSphere Certificate Manager utility from the command Managing Certificates with the vSphere Certificate Manager
line. Utility
Use CLI commands for manual certificate replacement. Chapter 4 Managing Services and Certificates with CLI
Commands
vSphere Certificate Management

bctid=ref:video_vsphere6_cert_infrastructure)
n Certificate Requirements for Different Solution Paths
n Certificate Management Overview
n Managing Certificates with the vSphere Client
n Managing Certificates from the vSphere Web Client
n Managing Certificates with the vSphere Certificate Manager Utility
n Manual Certificate Replacement
Certificate Requirements for Different Solution Paths

Certificate requirements depend on whether you use VMCA as an intermediate CA or you use custom
certificates. Requirements are also different for machine certificates and for solution user certificates.
Before you begin, ensure that all nodes in your environment are time synchronized.
Requirements for All Imported Certificates

n Key size: 2048 bits or more (PEM encoded)
n PEM format. VMware supports PKCS8 and PKCS1 (RSA keys). When you add keys to VECS, they
are converted to PKCS8.
n x509 version 3
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n SubjectAltName must contain DNS Name=machine_FQDN
n CRT format
n Contains the following Key Usages: Digital Signature, Key Encipherment.
n Enhanced Key Usage can be either empty or contain Server Authentication.
VMCA does not support the following certificates.
n Certificates with wildcards
n The algorithms md2WithRSAEncryption 1.2.840.113549.1.1.2, md5WithRSAEncryption

1.2.840.113549.1.1.4, and sha1WithRSAEncryption 1.2.840.113549.1.1.5 are not recommended.
n The algorithm RSASSA-PSS with OID 1.2.840.113549.1.1.10 is not supported.
Certificate Compliance to RFC 2253

The certificate must be in compliance with RFC 2253.
If you do not generate CSRs using Certificate Manager, ensure that the CSR includes the following fields.
String X.500 AttributeType
CN commonName
L localityName
ST stateOrProvinceName
O organizationName
OU organizationalUnitName
C countryName
STREET streetAddress
DC domainComponent
UID userid
If you generate CSRs using Certificate Manager, you are prompted for the following information, and
Certificate Manager adds the corresponding fields to the CSR file.
n The password of the [email protected] user, or for the administrator of the vCenter Single
Sign-On domain that you are connecting to.
n If you are generating a CSR in an environment with an external Platform Services Controller, you are
prompted for the host name or IP address of the Platform Services Controller.
n Information that Certificate Manager stores in the certool.cfg file. For most fields, you can accept
the default or provide site-specific values. The FQDN of the machine is required.
n Password for [email protected].
n Two-letter country code
n Company name
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n Organization name
n Organization unit
n State
n Locality
n IP address (optional)
n Email
n Host name, that is, the fully qualified domain name of the machine for which you want to replace
the certificate. If the host name does not match the FQDN, certificate replacement does not
complete correctly and your environment might end up in an unstable state.
n IP address of Platform Services Controller if you are running the command on a vCenter Server
(management) node.
Requirements When Using VMCA as an Intermediate CA

When you use VMCA as an intermediate CA, the certificates must meet the following requirements.
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Certificate Type Certificate Requirements
Root certificate n You can use vSphere Certificate Manager to create the
CSR. See Generate CSR with vSphere Certificate Manager
and Prepare Root Certificate (Intermediate CA).
n If you prefer to create the CSR manually, the certificate that
you send to be signed must meet the following
requirements.
n Key size: 2048 bits or more

n PEM format. VMware supports PKCS8 and PKCS1
(RSA keys). When keys are added to VECS, they are
converted to PKCS8.
n x509 version 3
n If you are using custom certificates, the CA extension
must be set to true for root certificates, and cert sign
must be in the list of requirements.
n CRL signing must be enabled.
n Enhanced Key Usage can be either empty or contain
Server Authentication.
n No explicit limit to the length of the certificate chain.
VMCA uses the OpenSSL default, which is 10
certificates.
n Certificates with wildcards or with more than one DNS
name are not supported.
n You cannot create subsidiary CAs of VMCA.
See the VMware knowledge base article at http://

kb.vmware.com/kb/2112009, Creating a Microsoft
Certificate Authority Template for SSL certificate
creation in vSphere 6.0, for an example using Microsoft
Certificate Authority.
Machine SSL certificate You can use the vSphere Certificate Manager to create the CSR
or create the CSR manually.
If you create the CSR manually, it must meet the requirements
listed previously under Requirements for All Imported
Certificates. You also have to specify the FQDN for the host.
Solution user certificate You can use vSphere Certificate Manager to create the CSR or
create the CSR manually.
Note You must use a different value for Name for each solution
user. If you generate the certificate manually, this might show up
as CN under Subject, depending on the tool you use.
If you use vSphere Certificate Manager, the tool prompts you for
certificate information for each solution user. vSphere Certificate
Manager stores the information in certool.cfg. See
Information that Certificate Manager Prompts For.
Requirements for Custom Certificates

When you want to use custom certificates, the certificates must meet the following requirements.
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Certificate Type Certificate Requirements
Machine SSL certificate The machine SSL certificate on each node must have a
separate certificate from your third-party or enterprise CA.
n You can generate the CSR using the vSphere Client or
vSphere Certificate Manager, or create the CSR manually.
The CSR must meet the requirements listed previously
under Requirements for All Imported Certificates.
n If you use vSphere Certificate Manager, the tool prompts
you for certificate information for each solution user.
vSphere Certificate Manager stores the information in
certool.cfg. See Information that Certificate Manager
Prompts For.
n For most fields, you can accept the default or provide site-
specific values. The FQDN of the machine is required.
Solution user certificate Each solution user on each node must have a separate
certificate from your third-party or enterprise CA.
n You can generate the CSRs using vSphere Certificate
Manager or prepare the CSR yourself. The CSR must meet
the requirements listed previously under Requirements for
All Imported Certificates.
n If you use vSphere Certificate Manager, the tool prompts
you for certificate information for each solution user.
vSphere Certificate Manager stores the information in
certool.cfg. See Information that Certificate Manager
Prompts For.
Note You must use a different value for Name for each
solution user. A manually generated certificate might show
up as CN under Subject, depending on the tool you use.
When later you replace solution user certificates with custom
certificates, provide the complete signing certificate chain of the
third-party CA.
Note Do not use CRL Distribution Points, Authority Information Access, or Certificate Template
Information in any custom certificates.
Certificate Management Overview

The work required for setting up or updating your certificate infrastructure depends on the requirements in
your environment. You must consider whether you are performing a fresh install or an upgrade, and
whether you are considering ESXi or vCenter Server.
Administrators Who Do Not Replace VMware Certificates

VMCA can handle all certificate management. VMCA provisions vCenter Server components and ESXi
hosts with certificates that use VMCA as the root certificate authority. If you are upgrading to vSphere 6
from an earlier version of vSphere, all self-signed certificates are replaced with certificates that are signed
by VMCA.
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If you do not currently replace VMware certificates, your environment starts using VMCA-signed
certificates instead of self-signed certificates.
Administrators Who Replace VMware Certificates with Custom

Certificates
If your company policy requires certificates that are signed by a third-party or enterprise CA, or that
require custom certificate information, you have several choices for a fresh installation.
n Have the VMCA root certificate signed by a third-party CA or enterprise CA. Replace the VMCA root
certificate with that signed certificate. In this scenario, the VMCA certificate is an intermediate
certificate. VMCA provisions vCenter Server components and ESXi hosts with certificates that include
the full certificate chain.
n If your company policy does not allow intermediate certificates in the chain, you can replace
certificates explicitly. You can use the vSphere Client, vSphere Certificate Manager utility, or perform
manual certificate replacement using the certificate management CLIs.
When upgrading an environment that uses custom certificates, you can retain some of the certificates.
n ESXi hosts keep their custom certificates during upgrade. Make sure that the vCenter Server upgrade
process adds all the relevant root certificates to the TRUSTED_ROOTS store in VECS on the
vCenter Server.
After the upgrade to vSphere 6.0 or later, you can set the certificate mode to Custom. If the certificate
mode is VMCA, the default, and the user performs a certificate refresh from the vSphere Client, the
VMCA-signed certificates replace the custom certificates.
n For vCenter Server components, what happens depends on the existing environment.
n For an upgrade of a simple installation to an embedded deployment, vCenter Server retains

custom certificates. After the upgrade, your environment works as before.
n For an upgrade of a multi-site deployment, vCenter Single Sign-On can be on a different machine
than other vCenter Server components. In that case, the upgrade process creates a multi-node
deployment that includes a Platform Services Controller node and one or more management
nodes.
This scenario retains the existing vCenter Server and vCenter Single Sign-On certificates. The
certificates are used as machine SSL certificates.
In addition, VMCA assigns a VMCA-signed certificate to each solution user (collection of vCenter
services). The solution user uses this certificate only to authenticate to vCenter Single Sign-On.
Replacing solution user certificates is often not required by a company policy.
You can no longer use the vSphere 5.5 certificate replacement tool, which was available for vSphere
5.5 installations. The new architecture results in a different service distribution and placement. A new
command-line utility, vSphere Certificate Manager, is available for most certificate management tasks.
vSphere Certificate Interfaces

For vCenter Server, you can view and replace certificates with the following tools and interfaces.
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Table 3-3. Interfaces for Managing vCenter Server Certificates

Interface Use
vSphere Client Perform common certificate tasks with a graphical user

interface.
vSphere Certificate Manager utility Perform common certificate replacement tasks from the
command line of the vCenter Server installation.
Certificate management CLIs Perform all certificate management tasks with dir-cli,
certool, and vecs-cli.
vSphere Web Client View certificates, including expiration information.
For ESXi, you perform certificate management from the vSphere Client. VMCA provisions certificates and
stores them locally on the ESXi host. VMCA does not store ESXi host certificates in VMDIR or in VECS.
See the vSphere Security documentation.
Supported vCenter Certificates

For vCenter Server, the Platform Services Controller, and related machines and services, the following
certificates are supported:
n Certificates that are generated and signed by VMware Certificate Authority (VMCA).
n Custom certificates.
n Enterprise certificates that are generated from your own internal PKI.
n Third-party CA-signed certificates that are generated by an external PKI such as Verisign,
GoDaddy, and so on.
Self-signed certificates that were created using OpenSSL in which no Root CA exists are not supported.
Certificate Replacement Overview

You can perform different types of certificate replacement depending on company policy and
requirements for the system that you are configuring. You can perform certificate replacement from the
Platform Services Controller, by using the vSphere Certificate Manager utility or manually by using the
CLIs included with your installation.
VMCA is included in each Platform Services Controller and in each embedded deployment. VMCA
provisions each node, each vCenter Server solution user, and each ESXi host with a certificate that is
signed by VMCA as the certificate authority. vCenter Server solution users are groups of vCenter Server
services.
You can replace the default certificates. For vCenter Server components, you can use a set of command-
line tools included in your installation. You have several options.
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Replace with Certificates Signed by VMCA

If your VMCA certificate expires or you want to replace it for other reasons, you can use the certificate
management CLIs to perform that process. By default, the VMCA root certificate expires after 10 years,
and all certificates that VMCA signs expire when the root certificate expires, that is, after a maximum of
10 years.
Figure 3-1. Certificates Signed by VMCA Are Stored in VECS
VMCA
Signed
CA-Cert
Machine-Cert
VECS
You can use the following vSphere Certificate Manager options:
n Replace Machine SSL Certificate with VMCA Certificate
n Replace Solution User Certificate with VMCA Certificate
For manual certificate replacement, see Replace Existing VMCA-Signed Certificates With New VMCA-
Signed Certificates.
Make VMCA an Intermediate CA

You can replace the VMCA root certificate with a certificate that is signed by an enterprise CA or third-
party CA. VMCA signs the custom root certificate each time it provisions certificates, making VMCA an
intermediate CA.
Note If you perform a fresh install that includes an external Platform Services Controller, install the
Platform Services Controller first and replace the VMCA root certificate. Next, install other services or add
ESXi hosts to your environment. If you perform a fresh install with an embedded Platform Services
Controller, replace the VMCA root certificate before you add ESXi hosts. If you do, VMCA signs the whole
chain, and you do not have to generate new certificates.
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Figure 3-2. Certificates Signed by a Third-Party or Enterprise CA Use VMCA as an

Intermediate CA
VMware vSphere
VMCA
Signed Signed Signed
Root Enterprise CA-Cert

CA-Cert CA-Cert
Machine-Cert
VECS
n Replace VMCA Root Certificate with Custom Signing Certificate and Replace All Certificates
n Replace Machine SSL Certificate with VMCA Certificate (multi-node deployment)
n Replace Solution User Certificate with VMCA Certificate (multi-node deployment)
For manual certificate replacement, see Use VMCA as an Intermediate Certificate Authority.
Do Not Use VMCA, Provision with Custom Certificates

You can replace the existing VMCA-signed certificates with custom certificates. If you use that approach,
you are responsible for all certificate provisioning and monitoring.
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Figure 3-3. External Certificates Are Stored Directly in VECS
VMware vSphere
VMCA
Signed
External CA Unused
(Commercial or
Enterprise)
Machine-Cert
VECS
n Replace Machine SSL Certificate with Custom Certificate
n Replace Solution User Certificates with Custom Certificates
For manual certificate replacement, see Use Custom Certificates With vSphere.
You can also use the vSphere Client to generate a CSR for a machine SSL certificate (custom), and
replace the certificate after the CA returns it. See Generate Certificate Signing Request for Machine SSL
Certificate Using the vSphere Client (Custom Certificates).
Hybrid Deployment
You can have VMCA supply some of the certificates, but use custom certificates for other parts of your
infrastructure. For example, because solution user certificates are used only to authenticate to vCenter
Single Sign-On, consider having VMCA provision those certificates. Replace the machine SSL certificates
with custom certificates to secure all SSL traffic.
Company policy often does not allow intermediate CAs. For those cases, hybrid deployment is a good
solution. It minimizes the number of certificates to replace, and secures all traffic. The hybrid deployment
leaves only internal traffic, that is, solution user traffic, to use the default VMCA-signed certificates.
ESXi Certificate Replacement

For ESXi hosts, you can change certificate provisioning behavior from the vSphere Client. See the
vSphere Security documentation for details.
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Table 3-4. ESXi Certificate Replacement Options

Option Description
VMware Certificate Authority mode (default) When you renew certificates from the vSphere Client, VMCA
issues the certificates for the hosts. If you changed the VMCA
root certificate to include a certificate chain, the host certificates
include the full chain.
Custom Certificate Authority mode Allows you to manually update and use certificates that are not
signed or issued by VMCA.
Thumbprint mode Can be used to retain 5.5 certificates during refresh. Use this
mode only temporarily in debugging situations.
Where vSphere Uses Certificates

In vSphere 6.0 and later, the VMware Certificate Authority (VMCA) provisions your environment with
certificates. Certificates include machine SSL certificates for secure connections, solution user certificates
for authentication of services to vCenter Single Sign-On, and certificates for ESXi hosts.
The following certificates are in use.
Table 3-5. Certificates in vSphere 6.0 and Later

Certificate Provisioned Comments
ESXi certificates VMCA (default) Stored locally on ESXi host
Machine SSL certificates VMCA (default) Stored in VECS
Solution user certificates VMCA (default) Stored in VECS
vCenter Single Sign-On SSL Provisioned during installation. Manage this certificate from the vSphere Web Client.
signing certificate
Note Do not change this certificate in the filesystem
or unpredictable behavior results.
VMware Directory Service (VMDIR) Provisioned during installation. Starting with vSphere 6.5, the machine SSL certificate
SSL certificate is used as the vmdir certificate.
ESXi
ESXi certificates are stored locally on each host in the /etc/vmware/ssl directory. ESXi certificates are
provisioned by VMCA by default, but you can use custom certificates instead. ESXi certificates are
provisioned when the host is first added to vCenter Server and when the host reconnects.
Machine SSL Certificates

The machine SSL certificate for each node is used to create an SSL socket on the server side. SSL
clients connect to the SSL socket. The certificate is used for server verification and for secure
communication such as HTTPS or LDAPS.
Each node has its own machine SSL certificate. Nodes include vCenter Server instance, Platform
Services Controller instance, or embedded deployment instance. All services that are running on a node
use the machine SSL certificate to expose their SSL endpoints.
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The following services use the machine SSL certificate.
n The reverse proxy service on each Platform Services Controller node. SSL connections to individual
vCenter services always go to the reverse proxy. Traffic does not go to the services themselves.
n The vCenter service (vpxd) on management nodes and embedded nodes.
n The VMware Directory Service (vmdir) on infrastructure nodes and embedded nodes.
VMware products use standard X.509 version 3 (X.509v3) certificates to encrypt session information.
Session information is sent over SSL between components.
Solution User Certificates

A solution user encapsulates one or more vCenter Server services. Each solution user must be
authenticated to vCenter Single Sign-On. Solution users use certificates to authenticate to vCenter Single
Sign-On through SAML token exchange.
A solution user presents the certificate to vCenter Single Sign-On when it first has to authenticate, after a
reboot, and after a timeout has elapsed. The timeout (Holder-of-Key Timeout) can be set from the
vSphere Web Client and defaults to 2592000 seconds (30 days).
For example, the vpxd solution user presents its certificate to vCenter Single Sign-On when it connects to
vCenter Single Sign-On. The vpxd solution user receives a SAML token from vCenter Single Sign-On and
can then use that token to authenticate to other solution users and services.
The following solution user certificate stores are included in VECS on each management node and each
embedded deployment:
n machine: Used by the license server and the logging service.
Note The machine solution user certificate has nothing to do with the machine SSL certificate. The
machine solution user certificate is used for the SAML token exchange. The machine SSL certificate
is used for secure SSL connections for a machine.
n vpxd: vCenter service daemon (vpxd) store on management nodes and embedded deployments.
vpxd uses the solution user certificate that is stored in this store to authenticate to vCenter Single
Sign-On.
n vpxd-extension: vCenter extensions store. Includes the Auto Deploy service, inventory service, and
other services that are not part of other solution users.
n vsphere-webclient: vSphere Web Client store. Also includes some additional services such as the
performance chart service.
Each Platform Services Controller node includes a machine certificate.
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Internal Certificates
vCenter Single Sign-On certificates are not stored in VECS and are not managed with certificate
management tools. As a rule, changes are not necessary, but in special situations, you can replace these
certificates.
vCenter Single Sign-On The vCenter Single Sign-On service includes an identity provider service
Signing Certificate which issues SAML tokens that are used for authentication throughout
vSphere. A SAML token represents the user's identity, and also contains
group membership information. When vCenter Single Sign-On issues
SAML tokens, it signs each token with its signing certificate so that clients
of vCenter Single Sign-On can verify that the SAML token comes from a
trusted source.
vCenter Single Sign-On issues holder-of-key SAML tokens to solution
users and bearer tokens other users, which log in with a user name and
password.
You can replace this certificate from the vSphere Web Client. See Refresh
the Security Token Service Certificate.
VMware Directory Starting with vSphere 6.5, the machine SSL certificate is used as the
Service SSL Certificate VMware directory certificate. For earlier versions of vSphere, see the
corresponding documentation.
vSphere Virtual The vSphere Virtual Machine Encryption solution connects with an external
Machine Encryption Key Management Server (KMS). Depending on how the solution
Certificates authenticates to the KMS, it might generate certificates and store them in
VECS. See the vSphere Security documentation.
VMCA and VMware Core Identity Services

Core identity services are part of every embedded deployment and every platform services node. VMCA
is part of every VMware core identity services group. Use the management CLIs and the vSphere Client
to interact with these services.
VMware core identity services include several components.
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Table 3-6. Core Identity Services

Service Description Included in
VMware Directory Service (vmdir) Handles SAML certificate management for Platform Services Controller
authentication with vCenter Single Sign-On. Embedded deployment
VMware Certificate Authority Issues certificates for VMware solution users, Platform Services Controller
(VMCA) machine certificates for machines on which services Embedded deployment
are running, and ESXi host certificates. VMCA can be
used as is, or as an intermediary certificate authority.
VMCA issues certificates only to clients that can
authenticate to vCenter Single Sign-On in the same
domain.
VMware Authentication Framework Includes the VMware Endpoint Certificate Store Platform Services Controller
Daemon (VMAFD) (VECS) and several other authentication services. vCenter Server
VMware administrators interact with VECS. The other Embedded deployment
services are used internally.
VMware Endpoint Certificate Store Overview

VMware Endpoint Certificate Store (VECS) serves as a local (client-side) repository for certificates,
private keys, and other certificate information that can be stored in a keystore. You can decide not to use
VMCA as your certificate authority and certificate signer, but you must use VECS to store all vCenter
certificates, keys, and so on. ESXi certificates are stored locally on each host and not in VECS.
VECS runs as part of the VMware Authentication Framework Daemon (VMAFD). VECS runs on every
embedded deployment, Platform Services Controller node, and management node, and holds the
keystores that contain the certificates and keys.
VECS polls VMware Directory Service (vmdir) periodically for updates to the trusted root store. You can
also explicitly manage certificates and keys in VECS using vecs-cli commands. See vecs-cli Command
Reference.
VECS includes the following stores.
Table 3-7. Stores in VECS

Store Description
Machine SSL store (MACHINE_SSL_CERT) n Used by the reverse proxy service on every vSphere node.
n Used by the VMware Directory Service (vmdir) on
embedded deployments and on each Platform Services
Controller node.
All services in vSphere 6.0 and later communicate through a
reverse proxy, which uses the machine SSL certificate. For
backward compatibility, the 5.x services still use specific ports.
As a result, some services such as vpxd still have their own port
open.
Trusted root store (TRUSTED_ROOTS) Contains all trusted root certificates.
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Table 3-7. Stores in VECS (continued)

Store Description
Solution user stores VECS includes one store for each solution user. The subject of
n machine each solution user certificate must be unique, for example, the
machine certificate cannot have the same subject as the vpxd
n vpxd
certificate.
n vpxd-extension
Solution user certificates are used for authentication with
n vsphere-webclient
vCenter Single Sign-On. vCenter Single Sign-On checks that the
certificate is valid, but does not check other certificate attributes.
In an embedded deployment, all solution user certificates are on
the same system.
The following solution user certificate stores are included in
VECS on each management node and each embedded
deployment:
Note The machine solution user certificate has nothing to

do with the machine SSL certificate. The machine solution
user certificate is used for the SAML token exchange. The
machine SSL certificate is used for secure SSL connections
for a machine.
n vpxd: vCenter service daemon (vpxd) store on management
nodes and embedded deployments. vpxd uses the solution
user certificate that is stored in this store to authenticate to
n vpxd-extension: vCenter extensions store. Includes the
Auto Deploy service, inventory service, and other services
that are not part of other solution users.
n vsphere-webclient: vSphere Web Client store. Also
includes some additional services such as the performance
chart service.
Each Platform Services Controller node includes a machine
certificate.
vSphere Certificate Manager Utility backup store Used by VMCA (VMware Certificate Manager) to support
(BACKUP_STORE) certificate revert. Only the most recent state is stored as a
backup, you cannot go back more than one step.
Other stores Other stores might be added by solutions. For example, the
Virtual Volumes solution adds an SMS store. Do not modify the
certificates in those stores unless VMware documentation or a
VMware Knowledge Base article instructs you to do so.
Note Deleting the TRUSTED_ROOTS_CRLS store can

damage your certificate infrastructure. Do not delete or modify
the TRUSTED_ROOTS_CRLS store.
The vCenter Single Sign-On service stores the token signing certificate and its SSL certificate on disk.
You can change the token signing certificate from the vSphere Client.
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Some certificates are stored on the file system, either temporarily during startup or permanently. Do not
change the certificates on the file system. Use vecs-cli to perform operations on certificates that are
stored in VECS.
Note Do not change any certificate files on disk unless instructed by VMware documentation or
Knowledge Base Articles. Unpredictable behavior might result otherwise.
Managing Certificate Revocation

If you suspect that one of your certificates has been compromised, replace all existing certificates,
including the VMCA root certificate.
vSphere 6.0 supports replacing certificates but does not enforce certificate revocation for ESXi hosts or
for vCenter Server systems.
Remove revoked certificates from all nodes. If you do not remove revoked certificates, a man-in-the-
middle attack might enable compromise through impersonation with the account's credentials.
Certificate Replacement in Large Deployments

Certificate replacement in deployments that include multiple management nodes and one or more
Platform Services Controller nodes is similar to replacement in embedded deployments. In both cases,
you can use the vSphere Certificate Management utility or replace certificates manually. Some best
practices guide the replacement process.
Certificate Replacement in High Availability Environments That Include a

Load Balancer
In environments with less than eight vCenter Server systems, you typically deploy a single Platform
Services Controller instance and associated vCenter Single Sign-On service. In larger environments,
consider using multiple Platform Services Controller instances, protected by a network load balancer. The
white paper vCenter Server 6.0 Deployment Guide on the VMware website discusses this setup.
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Replacement of Machine SSL Certificates in Environments with Multiple

Management Nodes
If your environment includes multiple management nodes and a single Platform Services Controller, you
can replace certificates with the vSphere Client or the vSphere Certificate Manager utility, or manually
with vSphere CLI commands.
vSphere Certificate You run vSphere Certificate Manager on each machine. On management
Manager nodes, you are prompted for the IP address of the Platform Services
Controller. Depending on the task you perform, you are also prompted for
certificate information.
Manual Certificate For manual certificate replacement, you run the certificate replacement
Replacement commands on each machine. On management nodes, you must specify the
Platform Services Controller with the --server parameter. See the
following topics for details:
n Replace Machine SSL Certificates with VMCA-Signed Certificates
n Replace Machine SSL Certificates (Intermediate CA)
n Replace Machine SSL Certificates With Custom Certificates
Replacement of Solution User Certificates in Environments with Multiple

Management Nodes
If your environment includes multiple management nodes and a single Platform Services Controller,
follow these steps for certificate replacement.
Note When you list solution user certificates in large deployments, the output of dir-cli list includes
all solution users from all nodes. Run vmafd-cli get-machine-id --server-name localhost to find
the local machine ID for each host. Each solution user name includes the machine ID.
vSphere Certificate You run vSphere Certificate Manager on each machine. On management
Manager nodes, you are prompted for the IP address of the Platform Services
Controller. Depending on the task you perform, you are also prompted for
certificate information.
Manual Certificate 1 Generate or request a certificate. You need the following certificates:
Replacement
n A certificate for the machine solution user on the Platform Services
Controller.
n A certificate for the machine solution user on each management

node.
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n A certificate for each of the following solution users on each

management node:
n vpxd solution user
n vpxd-extension solution user
n vsphere-webclient solution user
2 Replace the certificates on each node. The precise process depends

on the type of certificate replacement that you are performing. See
Managing Certificates with the vSphere Certificate Manager Utility.
See the following topics for details:
n Replace Solution User Certificates With New VMCA-Signed Certificates
n Replace Solution User Certificates (Intermediate CA)
n Replace Solution User Certificates With Custom Certificates
Certificate Replacement in Environments That Include External Solutions

Some solutions, such as VMware vCenter Site Recovery Manager or VMware vSphere Replication, are
always installed on a different machine than the vCenter Server system or Platform Services Controller. If
you replace the default machine SSL certificate on the vCenter Server system or the Platform Services
Controller, a connection error results if the solution attempts to connect to the vCenter Server system.
You can run the ls_update_certs script to resolve the issue. See the VMware knowledge base article at
http://kb.vmware.com/kb/2109074 for details.
Managing Certificates with the vSphere Client

You can view and manage certificates by using the vSphere Client. You also can perform many certificate
management tasks with the vSphere Certificate Manager utility.
The vSphere Client enables you to perform these management tasks.
n View the trusted root certificates and SSL certificates.
n Renew existing certificates or replace certificates.
n Generate a custom Certificate Signing Request (CSR) for a machine SSL certificate and replace the
certificate when the Certificate Authority returns it.
Most parts of the certificate replacement workflows are supported fully from the vSphere Client. For
generating CSRs for machine SSL certificates, you can use either the vSphere Client or the Certificate
Manage utility.
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Supported Workflows
After you install a Platform Services Controller, the VMware Certificate Authority on that node provisions
all other nodes in the environment with certificates by default. See Chapter 3 vSphere Security
Certificates for recommendations on the current recommendations for managing certificates.
You can use one of the following workflows to renew or replace certificates.
Renew Certificates You can have VMCA renew SSL and solution user certificates in your
environment from the vSphere Client.
Make VMCA an You can generate a CSR using the vSphere Certificate Manager utility. You
Intermediate CA can then edit the certificate you receive from the CSR to add VMCA to the
chain, and then add the certificate chain and private key to your
environment. When you then renew all certificates, VMCA provisions all
machines and solution users with certificates that the full chain has signed.
Replace Certificates If you do not want to use VMCA, you can generate CSRs for the certificates
with Custom that you want to replace. The CA returns a root certificate and a signed
Certificates certificate for each CSR. You can upload the root certificate and the custom
certificates from the Platform Services Controller.
Note If you use VMCA as an intermediate CA, or use custom certificates, you might encounter
significant complexity and the potential for a negative impact to your security, and an unnecessary
increase in your operational risk. For more information about managing certificates within a vSphere
environment, see the blog post titled New Product Walkthrough - Hybrid vSphere SSL Certificate
Replacement at http://vmware.com/go/hybridvmca.
In a mixed-mode environment, you can use CLI commands to replace the vCenter Single Sign-On
certificate after replacing the other certificates. See Replace the VMware Directory Service Certificate in
Mixed Mode Environments.
Explore Certificate Stores from the vSphere Client

A VMware Endpoint Certificate Store (VECS) instance is included on each Platform Services Controller
node and each vCenter Server node. You can explore the different stores inside the VMware Endpoint
Certificate Store from the vSphere Client.
See VMware Endpoint Certificate Store Overview for details on the different stores inside VECS.
Prerequisites
For most management tasks, you must have the password for the administrator for the local domain
account, [email protected] or a different domain if you changed the domain during installation.
Procedure
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3 Navigate to the Certificate Management UI.
b Under Certificates, click Certificate Management.
4 Enter the credentials of your vCenter Server.
5 Explore the certificates stored inside the VMware Endpoint Certificate Store (VECS).
VMware Endpoint Certificate Store Overview explains what is in the individual stores.
6 To view details for a certificate, select the certificate and click View Details.
7 Use the Actions menu to renew or replace certificates.
For example, if you replace the existing certificate, you can later remove the old root certificate.
Remove certificates only if you are sure that they are no longer in use.
Set the Threshold for vCenter Certificate Expiration Warnings

Starting with vSphere 6.0, vCenter Server monitors all certificates in the VMware Endpoint Certificate
Store (VECS) and issues an alarm when a certificate is 30 days or less from its expiration. You can
change how soon you are warned with the vpxd.cert.threshold advanced option.
Procedure
1 Log in to the vSphere Client.
2 Select the vCenter Server object and click Configure.
3 Click Advanced Settings.
4 Click Edit Settings and filter for threshold.
5 Change the setting of vpxd.cert.threshold to the desired value and click Save.
Replace Certificates with New VMCA-Signed Certificates from the

vSphere Client
You can replace all VMCA-signed certificates with new VMCA-signed certificates. This process is called
renewing certificates. You can renew selected certificates or all certificates in your environment from the
vSphere Client.
Prerequisites
For certificate management, you have to supply the password of the administrator of the local domain
([email protected] by default). If you are renewing certificates for a vCenter Server system,
you also have to supply the vCenter Single Sign-On credentials for a user with administrator privileges on
the vCenter Server system.
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Procedure
5 Renew the machine SSL certificate for the local system.
a Select Machine SSL Certificate.
b Click Actions > Renew.
c Click Renew.
A message appears that the certificate is renewed.
6 (Optional) Renew the Solution User certificates for the local system.
a Under Solution Certificates, select a certificate.
b Click Actions > Renew to renew individual selected certificates, or click Renew All to renew all
solution user certificates.
A message appears that the certificate is renewed.
7 If your environment includes an external Platform Services Controller, you can then renew the
certificates for each vCenter Server system.
a Click the Logout button in the Certificate Management panel.
b When prompted, specify the IP address or FQDN of the vCenter Server system and user name
and password of a vCenter Server administrator who can authenticate to vCenter Single Sign-On.
c Renew the machine SSL certificate on the vCenter Server and, optionally, each solution user
certificate.
d If you have multiple vCenter Server systems in your environment, repeat the process for each
system.
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What to do next
Restart services on the Platform Services Controller. You can either restart the Platform Services
Controller, or run the following commands from the command line:
Windows On Windows, the service-control command is located at

VCENTER_INSTALL_PATH\bin.
service-control --stop --all

service-control --start VMWareAfdService
service-control --start VMWareDirectoryService
service-control --start VMWareCertificateService
vCenter Server
Appliance service-control --start vmafdd
service-control --start vmdird
service-control --start vmcad
Set Up Your System to Use Custom Certificates from the Platform

Services Controller
You can use the Platform Services Controller to set up your environment to use custom certificates.
You can generate Certificate Signing Requests (CSRs) for each machine and for each solution user using
the Certificate Manager utility. You can also generate CSRs for each machine, and replace certificates
when you receive them from the third-party CA, using the vSphere Client. When you submit the CSRs to
your internal or third-party CA, the CA returns signed certificates and the root certificate. You can upload
both the root certificate and the signed certificates from the Platform Services Controller UI.
Generate Certificate Signing Request for Machine SSL Certificate Using the
vSphere Client (Custom Certificates)
The machine SSL certificate is used by the reverse proxy service on every management node, Platform
Services Controller, and embedded deployment. Each machine must have a machine SSL certificate for
secure communication with other services. You can use the vSphere Client to generate a Certificate
Signing Request (CSR) for the machine SSL certificate and to replace the certificate once it is ready.
Prerequisites
The certificate must meet the following requirements:
n CRT format
n x509 version 3
n SubjectAltName must contain DNS Name=<machine_FQDN>.
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n Contains the following Key Usages: Digital Signature, Non-Repudiation, Key Encipherment
Generating a CSR for the machine SSL certificate is supported only on the vCenter Server Appliance. It is
not supported on a Windows installation of vCenter Server.
Procedure
5 Generate the CSR.
a Under Machine SSL Certificate, for the certificate you want to replace, click Actions >
Generate Certificate Signing Request (CSR).
b Enter your certificate information and click Next.
c Copy or download the CSR.
d Click Finish.
e Provide the CSR to your Certificate Authority.
What to do next
When the Certificate Authority returns the certificate, replace the existing certificate in the certificate store.
See Add Custom Certificates from the Platform Services Controller.
Generate Certificate Signing Requests with vSphere Certificate Manager

(Custom Certificates)
You can use vSphere Certificate Manager to generate Certificate Signing Requests (CSRs) that you can
then use with your enterprise CA or send to an external certificate authority. You can use the certificates
with the different supported certificate replacement processes.
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You can run the Certificate Manager tool from the command line as follows:
Windows
C:\Program Files\VMware\vCenter Server\vmcad\certificate-manager.bat
Linux
/usr/lib/vmware-vmca/bin/certificate-manager
Prerequisites
vSphere Certificate Manager prompts you for information. The prompts depend on your environment and
on the type of certificate you want to replace.
n For any CSR generation, you are prompted for the password of the [email protected]
user, or for the administrator of the vCenter Single Sign-On domain that you are connecting to.
n To generate a CSR for a machine SSL certificate, you are prompted for certificate properties, which
are stored in the certool.cfg file. For most fields, you can accept the default or provide site-specific
values. The FQDN of the machine is required.
Procedure
1 On each machine in your environment, start vSphere Certificate Manager and select option 1.
2 Supply the password and the Platform Services Controller IP address or host name if prompted.
3 Select option 1 to generate the CSR, answer the prompts and exit Certificate Manager.
As part of the process, you have to provide a directory. Certificate Manager places the certificate and
key files in the directory.
4 If you also want to replace all solution user certificates, restart Certificate Manager.
5 Select option 5.
7 Select option 1 to generate the CSRs, answer the prompts and exit Certificate Manager.
On each Platform Services Controller node, Certificate Manager generates one certificate and key
pair. On each vCenter Server node, Certificate Manager generates four certificate and key pairs.
What to do next
Perform certificate replacement.
Add a Trusted Root Certificate to the Certificate Store

If you want to use third-party certificates in your environment, you must add a trusted root certificate to
the certificate store.
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Prerequisites
Obtain the custom root certificate from your third-party or in-house CA.
Procedure
5 Under Trusted Root Certificates, click Add.
6 Click Browse and select the location of the certificate chain.
You can use a file of type CER, PEM, or CRT.
7 Click Add.
The certificate is added to the store.
What to do next
Replace the Machine SSL certificates and, optionally, the solution user certificates with certificates that
are signed by this CA.
Add Custom Certificates from the Platform Services Controller

You can add custom Machine SSL certificates and custom solution user certificates to the certificate store
from the Platform Services Controller.
In most cases, replacing the machine SSL certificate for each component is sufficient. The solution user
certificate remains behind a proxy.
Prerequisites
Generate certificate signing requests (CSRs) for each certificate that you want to replace. You can
generate the CSRs with the Certificate Manager utility. You can also generate a CSR for a machine SSL
certificate using the vSphere Client. Place the certificate and private key in a location that the Platform
Services Controller can access.
Procedure
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5 To replace a machine SSL certificate follow, these steps:
a Under Machine SSL Certificate, for the certificate that you want to replace, click Actions >
Replace.
b Browse for the machine SSL certificate (.cer, .pem, or .crt file) and the private key (.key file).
c Click Replace.
6 To replace the solution user certificates, follow these steps:
a Under Solution Certificates, for the first of the certificates for a component, for example,
machine, click Actions > Replace.
b Click Browse to replace the certificate chain, then click Browse to replace the private key.
c Click Replace.
d Repeat the process for the other certificates for the same component.
A message appears that the certificate has been replaced.
What to do next
Restart services on the Platform Services Controller. You can either restart the Platform Services
Controller, or run the following commands from the command line:
Windows On Windows, the service-control command is located at

VCENTER_INSTALL_PATH\bin.

vCenter Server
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Managing Certificates from the vSphere Web Client

You can explore certificates from the vSphere Web Client. Perform all other management tasks from the
vSphere Client.
See Managing Certificates with the vSphere Client.
View vCenter Certificates with the vSphere Web Client

You can view the certificates known to the vCenter Certificate Authority (VMCA) to see whether active
certificates are about to expire, to check on expired certificates, and to see the status of the root
certificate. You perform all certificate management tasks using the certificate management CLIs.
You view certificates associated with the VMCA instance that is included with your embedded deployment
or with the Platform Services Controller. Certificate information is replicated across instances of VMware
Directory Service (vmdir).
When you attempt to view certificates in the vSphere Web Client, you are prompted for a user name and
password. Specify the user name and password of a user with privileges for VMware Certificate Authority,
that is, a user in the CAAdmins vCenter Single Sign-On group.
Procedure
1 Log in with the vSphere Web Client to vCenter Server as [email protected] or another
user of the CAAdmins vCenter Single Sign-On group.
2 From the Home menu, select Administration.
3 Click Deployment > System Configuration.
4 Click Nodes, and select a host under the Nodes list.
5 Click the Manage tab, and click Certificate Authority.
6 Click the certificate type for which you want to view certificate information.
Option Description
Active Certificates Displays active certificates, including their validation information. The green Valid
To icon changes when certificate expiration is approaching.
Revoked Certificates Displays the list of revoked certificates. Not supported in this release.
Expired Certificates Lists expired certificates.
Root Certificates Displays the root certificates available to this instance of vCenter Certificate
Authority.
7 Select a certificate and click the Show Certificate Details button to view certificate details.
Details include the Subject Name, Issuer, Validity, and Algorithm.
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Managing Certificates with the vSphere Certificate

Manager Utility
The vSphere Certificate Manager utility allows you to perform most certificate management tasks
interactively from the command line. vSphere Certificate Manager prompts you for the task to perform, for
certificate locations and other information as needed, and then stops and starts services and replaces
certificates for you.
If you use vSphere Certificate Manager, you are not responsible for placing the certificates in VECS
(VMware Endpoint Certificate Store) and you are not responsible for starting and stopping services.
Before you run vSphere Certificate Manager, be sure you understand the replacement process and
procure the certificates that you want to use.
Caution vSphere Certificate Manager supports one level of revert. If you run vSphere Certificate
Manager twice and notice that you unintentionally corrupted your environment, the tool cannot revert the
first of the two runs.
Certificate Manager Utility Location

You can run the tool on the command line as follows:
Windows
Linux
Procedure
1 Certificate Manager Options and the Workflows in This Document

You run Certificate Manager options in sequence to complete a workflow. Several options, for
example, generating CSRs, are used in different workflows.
2 Regenerate a New VMCA Root Certificate and Replace All Certificates

You can regenerate the VMCA root certificate, and replace the local machine SSL certificate, and
the local solution user certificates with VMCA-signed certificates. In multi-node deployments, run
vSphere Certificate Manager with this option on the Platform Services Controller and then run the
utility again on all other nodes and select
Replace Machine SSL certificate with VMCA Certificate and
Replace Solution user certificates with VMCA certificates.
3 Make VMCA an Intermediate Certificate Authority (Certificate Manager)

You can make VMCA an Intermediate CA by following the prompts from Certificate Manager utility.
After you complete the process, VMCA signs all new certificates with the full chain. If you want, you
can use Certificate Manager to replace all existing certificates with new VMCA-signed certificates.
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4 Replace All Certificates with Custom Certificate (Certificate Manager)

You can use the vSphere Certificate Manager utility to replace all certificates with custom
certificates. Before you start the process, you must send CSRs to your CA. You can use Certificate
Manager to generate the CSRs.
5 Revert Last Performed Operation by Republishing Old Certificates

When you perform a certificate management operation by using vSphere Certificate Manager, the
current certificate state is stored in the BACKUP_STORE store in VECS before certificates are
replaced. You can revert the last performed operation and return to the previous state.
6 Reset All Certificates

Use the Reset All Certificates option if you want to replace all existing vCenter certificates with
certificates that are signed by VMCA.
Certificate Manager Options and the Workflows in This Document

You run Certificate Manager options in sequence to complete a workflow. Several options, for example,
generating CSRs, are used in different workflows.
Replace VMCA Root Certificate with Custom Signing Certificate and Replace
All Certificates.
This single-option workflow (Option 2) can be used by itself, or in the intermediate certificate workflow.
See Regenerate a New VMCA Root Certificate and Replace All Certificates.
Make VMCA an Intermediate Certificate Authority

To make VMCA an intermediate CA, you have to run Certificate Manager several times. The workflow
gives the complete set of steps for replacing both machine SSL certificates and solution user certificates.
It explains what to do in environments with embedded Platform Services Controller or external Platform
Services Controller.
1 To generate a CSR, select Option 2, Replace VMCA Root certificate with Custom Signing Certificate
and replace all Certificates. You might have to provide some information about the certificate next.
When prompted for an option again, select Option 1.
Submit the CSR to your external or enterprise CA. You receive a signed certificate and a root
certificate from the CA.
2 Combine the VMCA root certificate with the CA root certificate and save the file.
3 Select Option 2, Replace VMCA Root certificate with Custom Signing Certificate and replace all
Certificates. This process replaces all certificates on the local machine.
4 In a multi-node deployment, you have to replace certificates on each node.
a First you replace the machine SSL certificate with the (new) VMCA certificate (Option 3).
b Then you replace the solution user certificates with the (new) VMCA certificate (Option 6).
See Make VMCA an Intermediate Certificate Authority (Certificate Manager).
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Replacing All Certificate With Custom Certificates

To replace all certificates with custom certificates, you have to run Certificate Manager several times. The
workflow gives the complete set of steps for replacing both machine SSL certificates and solution user
certificates. It explains what to do in environments with embedded Platform Services Controller or
external Platform Services Controller.
1 You generate certificate signing requests for the machine SSL certificate and the solution user
certificates separately on each machine.
a To generate CSRs for the machine SSL certificate, you select Option 1.
b If company policy requires that you replace all certificates, you also select Option 5.
2 After you received the signed certificates and the root certificate from your CA, you replace the
machine SSL certificate on each machine by using Option 1.
3 If you also want to replace the solution user certificates, you select Option 5.
4 Finally, in a multi-node deployment, you have to repeat the process on each node.
See Replace All Certificates with Custom Certificate (Certificate Manager).
Note Starting in vSphere 6.5, the following prompt appears when you run the Certificate Manager utility:
Enter proper value for VMCA 'Name':
Respond to the prompt by entering the fully qualified domain name of the machine on which the certificate
configuration is running.
Regenerate a New VMCA Root Certificate and Replace All

Certificates
You can regenerate the VMCA root certificate, and replace the local machine SSL certificate, and the
local solution user certificates with VMCA-signed certificates. In multi-node deployments, run vSphere
Certificate Manager with this option on the Platform Services Controller and then run the utility again on
all other nodes and select Replace Machine SSL certificate with VMCA Certificate and
When you replace the existing machine SSL certificate with a new VMCA-signed certificate, vSphere
Certificate Manager prompts you for information and enters all values, except for the password and the IP
address of the Platform Services Controller, into the certool.cfg file.
n Company name
n Organization name
n Organization unit
n State
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n Locality
n Email
n Host name, that is, the fully qualified domain name of the machine for which you want to replace the
certificate. If the host name does not match the FQDN, certificate replacement does not complete
correctly and your environment might end up in an unstable state.
n IP address of Platform Services Controller if you are running the command on a management node.
n VMCA name, that is, the fully qualified domain name of the machine on which the certificate
Prerequisites
You must know the following information when you run vSphere Certificate Manager with this option.
n The FQDN of the machine for which you want to generate a new VMCA-signed certificate. All other
properties default to the predefined values but can be changed.
Procedure
1 Start vSphere Certificate Manager on an embedded deployment or on a Platform Services Controller.
2 Select option 4.
3 Respond to the prompts.
Certificate Manager generates a new VMCA root certificate based on your input and replaces all
certificates on the system where you are running Certificate Manager. If you use an embedded
deployment, the replacement process is complete after Certificate Manager has restarted the
services.
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4 If your environment includes an external Platform Services Controller, you have to replace certificates
on each vCenter Server system.
a Log in to the vCenter Server system.
b Stop all services and start the services that handle certificate creation, propagation, and storage.
The service names differ on Windows and the vCenter Server Appliance.
Windows service-control --stop --all

vCenter Server service-control --stop --all

c Restart all services.
service-control --start --all
d To replace the machine SSL certificate, run vSphere Certificate Manager with option 3,
Replace Machine SSL certificate with VMCA Certificate.
e To replace the solution user certificates, run Certificate Manager with option 6,
Make VMCA an Intermediate Certificate Authority (Certificate

Manager)
You can make VMCA an Intermediate CA by following the prompts from Certificate Manager utility. After
you complete the process, VMCA signs all new certificates with the full chain. If you want, you can use
Certificate Manager to replace all existing certificates with new VMCA-signed certificates.
To make VMCA an intermediate CA, you have to run Certificate Manager several times. The workflow
gives the complete set of steps for replacing both machine SSL certificates and solution user certificates.
It explains what to do in environments with embedded Platform Services Controller or external Platform
Services Controller.
1 To generate a CSR, select Option 1, Replace Machine SSL certificate with Custom Certificate then
Option 1.
You receive a signed certificate and a root certificate from the CA.
2 Combine the VMCA root certificate with the CA root certificate and save the file.
3 Select Option 2, Replace VMCA Root certificate with Custom Signing Certificate and replace all
Certificates. This process replaces all certificates on the local machine.
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4 In a multi-node deployment, you have to replace certificates on each node.
a First you replace the machine SSL certificate with the (new) VMCA certificate (Option 3)
b Then you replace the solution user certificates with the (new) VMCA certificate (Option 6).
Procedure
1 Generate CSR with vSphere Certificate Manager and Prepare Root Certificate (Intermediate CA)
You can use vSphere Certificate Manager to generate Certificate Signing Requests (CSRs). Submit
those CSRs to your enterprise CA or to an external certificate authority for signing. You can use the
signed certificates with the different supported certificate replacement processes.
2 Replace VMCA Root Certificate with Custom Signing Certificate and Replace All Certificates
You can use vSphere Certificate Manager to generate a CSR and sent the CSR to an enterprise or
third-party CA for signing. You can then replace the VMCA root certificate with a custom signing
certificate and replace all existing certificates with certificates that are signed by the custom CA.
3 Replace Machine SSL Certificate with VMCA Certificate (Intermediate CA)

In a multi-node deployment that uses VMCA as an intermediate CA, you have to replace the
machine SSL certificate explicitly. First you replace the VMCA root certificate on the Platform
Services Controller node, and then you can replace the certificates on the vCenter Server nodes to
have the certificates signed by the full chain. You can also use this option to replace machine SSL
certificates that are corrupt or about to expire.
4 Replace Solution User Certificates with VMCA Certificates (Intermediate CA)

In a multi-node environment that uses VMCA as an intermediate CA, you can replace the solution
user certificates explicitly. First you replace the VMCA root certificate on the Platform Services
Controller node, and then you can replace the certificates on the vCenter Server nodes to have the
certificates signed by the full chain. You can also use this option to replace solution user certificates
that are corrupt or about to expire.
Generate CSR with vSphere Certificate Manager and Prepare Root Certificate
(Intermediate CA)
You can use vSphere Certificate Manager to generate Certificate Signing Requests (CSRs). Submit those
CSRs to your enterprise CA or to an external certificate authority for signing. You can use the signed
certificates with the different supported certificate replacement processes.
n You can use vSphere Certificate Manager to create the CSR.
n If you prefer to create the CSR manually, the certificate that you send to be signed must meet the
following requirements.
n PEM format. VMware supports PKCS8 and PKCS1 (RSA keys). When keys are added to VECS,
they are converted to PKCS8.
n x509 version 3
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n If you are using custom certificates, the CA extension must be set to true for root certificates, and
cert sign must be in the list of requirements.
n No explicit limit to the length of the certificate chain. VMCA uses the OpenSSL default, which is
10 certificates.
n Certificates with wildcards or with more than one DNS name are not supported.
See the VMware knowledge base article at http://kb.vmware.com/kb/2112009, Creating a

Microsoft Certificate Authority Template for SSL certificate creation in vSphere 6.0, for an
example using Microsoft Certificate Authority.
Prerequisites
on the type of certificate that you want to replace.
For any CSR generation, you are prompted for the password of the [email protected] user, or
for the administrator of the vCenter Single Sign-On domain that you are connecting to.
Procedure
1 Run the vSphere Certificate Manager.
OS Command
Windows cd "C:\Program Files\VMware\vCenter Server\vmcad"

certificate-manager
Linux /usr/lib/vmware-vmca/bin/certificate-manager
2 Select Option 2.
Initially, you use this option to generate the CSR, not to replace certificates.
4 Select Option 1 to generate the CSR and answer the prompts.
As part of the process, you have to provide a directory. Certificate Manager places the certificate to
be signed (*.csr file) and the corresponding key file (*.key file) in the directory.
5 Name the certificate signing request (CSR) root_signing_cert.csr.
6 Send the CSR to your enterprise or external CA for signing and name the resulting signed certificate
root_signing_cert.cer.
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7 In a text editor, combine the certificates as follows.
-----BEGIN CERTIFICATE-----
Signed VMCA root certificate
-----END CERTIFICATE-----
CA intermediate certificates
Root certificate of enterprise or external CA
8 Save the file as root_signing_chain.cer.
What to do next
Replace the existing root certificate with the chained root certificate. See Replace VMCA Root Certificate
with Custom Signing Certificate and Replace All Certificates.
Replace VMCA Root Certificate with Custom Signing Certificate and Replace
All Certificates
You can use vSphere Certificate Manager to generate a CSR and sent the CSR to an enterprise or third-
party CA for signing. You can then replace the VMCA root certificate with a custom signing certificate and
replace all existing certificates with certificates that are signed by the custom CA.
You run vSphere Certificate Manager on an embedded installation or on an external Platform Services
Controller to replace the VMCA root certificate with a custom signing certificate.
Prerequisites
n Generate the certificate chain.
n You can use vSphere Certificate Manager to create the CSR or create the CSR manually.
n After you receive the signed certificate from your third-party or enterprise CA, combine it with the
initial VMCA root certificate to create the full chain.
See Generate CSR with vSphere Certificate Manager and Prepare Root Certificate (Intermediate
CA) for certificate requirements and the process of combining the certificates.
n Gather the information that you will need.
n Valid custom certificate for Root (.crt file).
n Valid custom key for Root (.key file).
Procedure
1 Start vSphere Certificate Manager on an embedded installation or on an external Platform Services

Controller and select option 2.
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2 Select option 2 again to start certificate replacement and respond to the prompts.
a Specify the full path to the root certificate when prompted.
b If you are replacing certificates for the first time, you are prompted for information to be used for
the machine SSL certificate.
This information includes the required FQDN of the machine and is stored in the certool.cfg
file.
3 If you replace the root certificate on the Platform Services Controller in a multi-node deployment,
follow these steps for each vCenter Server node.
a Restart services on the vCenter Server node.
b Regenerate all certificates on the vCenter Server instance by using options 3 (Replace Machine
SSL certificate with VMCA Certificate) and 6 (Replace Solution user certificates with
VMCA certificates).
When you replace the certificates, VMCA signs with the full chain.
What to do next
If you are upgrading from a vSphere 5.x environment, you might have to replace the vCenter Single Sign-
On certificate inside vmdir. See Replace the VMware Directory Service Certificate in Mixed Mode
Environments.
Replace Machine SSL Certificate with VMCA Certificate (Intermediate CA)

In a multi-node deployment that uses VMCA as an intermediate CA, you have to replace the machine
SSL certificate explicitly. First you replace the VMCA root certificate on the Platform Services Controller
node, and then you can replace the certificates on the vCenter Server nodes to have the certificates
signed by the full chain. You can also use this option to replace machine SSL certificates that are corrupt
or about to expire.
When you replace the existing machine SSL certificate with a new VMCA-signed certificate, vSphere
Certificate Manager prompts you for information and enters all values, except for the password and the IP
address of the Platform Services Controller, into the certool.cfg file.
n Company name
n Organization name
n Organization unit
n State
n Locality
n Email
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n Host name, that is, the fully qualified domain name of the machine for which you want to replace the
certificate. If the host name does not match the FQDN, certificate replacement does not complete
correctly and your environment might end up in an unstable state.
n IP address of Platform Services Controller if you are running the command on a management node.
n VMCA name, that is, the fully qualified domain name of the machine on which the certificate
Prerequisites
n Restart all vCenter Server nodes explicitly if you replaced the VMCA root certificate in a multi-node
deployment.
n You must know the following information to run Certificate Manager with this option.
n The FQDN of the machine for which you want to generate a new VMCA-signed certificate. All
other properties default to the predefined values but can be changed.
n Host name or IP address of the Platform Services Controller if you are running on a vCenter
Server system with an external Platform Services Controller.
Procedure
1 Start vSphere Certificate Manager and select option 3.
Certificate Manager stores the information in the certool.cfg file.
vSphere Certificate Manager replaces the machine SSL certificate.
Replace Solution User Certificates with VMCA Certificates (Intermediate CA)

In a multi-node environment that uses VMCA as an intermediate CA, you can replace the solution user
certificates explicitly. First you replace the VMCA root certificate on the Platform Services Controller node,
and then you can replace the certificates on the vCenter Server nodes to have the certificates signed by
the full chain. You can also use this option to replace solution user certificates that are corrupt or about to
expire.
Prerequisites
n Restart all vCenter Server nodes explicitly if you replaced the VMCA root certificate in a multi-node
deployment.
n You must know the following information to run Certificate Manager with this option.
n Host name or IP address of the Platform Services Controller if you are running on a vCenter
Server system with an external Platform Services Controller.
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Procedure
See the VMware knowledge base article at http://kb.vmware.com/kb/2112281 for more information.
vSphere Certificate Manager replaces all solution user certificates.
Replace All Certificates with Custom Certificate (Certificate

Manager)
You can use the vSphere Certificate Manager utility to replace all certificates with custom certificates.
Before you start the process, you must send CSRs to your CA. You can use Certificate Manager to
generate the CSRs.
One option is to replace only the machine SSL certificate, and to use the solution user certificates that are
provisioned by VMCA. Solution user certificates are used only for communication between vSphere
components.
When you use custom certificates, you replace the VMCA-signed certificates with custom certificates. You
can use the vSphere Client, the vSphere Certificate Manager utility, or CLIs for manual certificate
replacement. Certificates are stored in VECS.
To replace all certificates with custom certificates, you have to run Certificate Manager several times. The
workflow gives the complete set of steps for replacing both machine SSL certificates and solution user
certificates. It explains what to do in environments with embedded Platform Services Controller or
1 You generate certificate signing requests for the machine SSL certificate and the solution user
certificates separately on each machine.
a To generate CSRs for the machine SSL certificate, you select Option 1.
b If company policy does not allow a hybrid deployment, you select Option 5.
2 After you received the signed certificates and the root certificate from your CA, you replace the
machine SSL certificate on each machine by using Option 1.
3 If you also want to replace the solution user certificates, you select Option 5.
4 Finally, in a multi-node deployment, you have to repeat the process on each node.
Procedure
1 Generate Certificate Signing Requests with vSphere Certificate Manager (Custom Certificates)
You can use vSphere Certificate Manager to generate Certificate Signing Requests (CSRs) that you
can then use with your enterprise CA or send to an external certificate authority. You can use the
certificates with the different supported certificate replacement processes.
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2 Replace Machine SSL Certificate with Custom Certificate

The machine SSL certificate is used by the reverse proxy service on every management node,
Platform Services Controller, and embedded deployment. Each machine must have a machine SSL
certificate for secure communication with other services. You can replace the certificate on each
node with a custom certificate.
3 Replace Solution User Certificates with Custom Certificates

Many companies only require that you replace certificates of services that are accessible externally.
However, Certificate Manager also supports replacing solution user certificates. Solution users are
collections of services, for example, all services that are associated with the vSphere Client. In multi-
node deployments replace the machine solution user certificate on the Platform Services Controller
and the full set of solution users on each management node.
Generate Certificate Signing Requests with vSphere Certificate Manager

(Custom Certificates)
You can use vSphere Certificate Manager to generate Certificate Signing Requests (CSRs) that you can
then use with your enterprise CA or send to an external certificate authority. You can use the certificates
with the different supported certificate replacement processes.
You can run the Certificate Manager tool from the command line as follows:
Windows
Linux
Prerequisites
on the type of certificate you want to replace.
n For any CSR generation, you are prompted for the password of the [email protected]
user, or for the administrator of the vCenter Single Sign-On domain that you are connecting to.
n To generate a CSR for a machine SSL certificate, you are prompted for certificate properties, which
are stored in the certool.cfg file. For most fields, you can accept the default or provide site-specific
values. The FQDN of the machine is required.
Procedure
1 On each machine in your environment, start vSphere Certificate Manager and select option 1.
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3 Select option 1 to generate the CSR, answer the prompts and exit Certificate Manager.
4 If you also want to replace all solution user certificates, restart Certificate Manager.
5 Select option 5.
7 Select option 1 to generate the CSRs, answer the prompts and exit Certificate Manager.
On each Platform Services Controller node, Certificate Manager generates one certificate and key
pair. On each vCenter Server node, Certificate Manager generates four certificate and key pairs.
What to do next
Perform certificate replacement.
Replace Machine SSL Certificate with Custom Certificate

The machine SSL certificate is used by the reverse proxy service on every management node, Platform
Services Controller, and embedded deployment. Each machine must have a machine SSL certificate for
secure communication with other services. You can replace the certificate on each node with a custom
certificate.
Prerequisites
Before you start, you need a CSR for each machine in your environment. You can generate the CSR
using vSphere Certificate Manager or explicitly.
1 To generate the CSR using vSphere Certificate Manager, see Generate Certificate Signing Requests
with vSphere Certificate Manager (Custom Certificates).
2 To generate the CSR explicitly, request a certificate for each machine from your third-party or
enterprise CA. The certificate must meet the following requirements:
n CRT format
n x509 version 3
n Contains the following Key Usages: Digital Signature, Non Repudiation, Key Encipherment
See also the VMware knowledge base article at http://kb.vmware.com/kb/2112014, Obtaining vSphere
certificates from a Microsoft Certificate Authority.
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Procedure
2 Select option 2 to start certificate replacement and respond to the prompts.
vSphere Certificate Manager prompts you for the following information:
n Valid Machine SSL custom certificate (.crt file).
n Valid Machine SSL custom key (.key file).
n Valid signing certificate for the custom machine SSL certificate (.crt file).
n If you are running the command on a management node in a multi-node deployment, IP address
of the Platform Services Controller.
What to do next
Environments.
Replace Solution User Certificates with Custom Certificates

Many companies only require that you replace certificates of services that are accessible externally.
However, Certificate Manager also supports replacing solution user certificates. Solution users are
collections of services, for example, all services that are associated with the vSphere Client. In multi-node
deployments replace the machine solution user certificate on the Platform Services Controller and the full
set of solution users on each management node.
When you are prompted for a solution user certificate, provide the complete signing certificate chain of
the third-party CA.
The format should be similar to the following.
Signing certificate
CA intermediate certificates
Root certificate of enterprise or external CA
Prerequisites
Before you start, you need a CSR for each machine in your environment. You can generate the CSR
using vSphere Certificate Manager or explicitly.
1 To generate the CSR using vSphere Certificate Manager, see Generate Certificate Signing Requests
with vSphere Certificate Manager (Custom Certificates).
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2 Request a certificate for each solution user on each node from your third-party or enterprise CA. You
can generate the CSR using vSphere Certificate Manager or prepare it yourself. The CSR must meet
the following requirements:
n CRT format
n x509 version 3
n Each solution user certificate must have a different Subject. Consider, for example, including the
solution user name (such as vpxd) or other unique identifier.
See also the VMware knowledge base article at http://kb.vmware.com/kb/2112014, Obtaining vSphere
certificates from a Microsoft Certificate Authority.
Procedure
2 Select option 2 to start certificate replacement and respond to the prompts.
vSphere Certificate Manager prompts you for the following information:
n Certificate and key for machine solution user.
n If you run vSphere Certificate Manager on a Platform Services Controller node, you are prompted
for the certificate and key (vpxd.crt and vpxd.key) for the machine solution user.
n If you run vSphere Certificate Manager on a management node or an embedded deployment, you
are prompted for the full set of certificates and keys (vpxd.crt and vpxd.key) for all solution
users.
What to do next
Environments.
Revert Last Performed Operation by Republishing Old Certificates

When you perform a certificate management operation by using vSphere Certificate Manager, the current
certificate state is stored in the BACKUP_STORE store in VECS before certificates are replaced. You can
revert the last performed operation and return to the previous state.
Note The revert operation restores what is currently in the BACKUP_STORE. If you run vSphere
Certificate Manager with two different options and you then attempt to revert, only the last operation is
reverted.
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Reset All Certificates

Use the Reset All Certificates option if you want to replace all existing vCenter certificates with
certificates that are signed by VMCA.
When you use this option, you overwrite all custom certificates that are currently in VECS.
n On a Platform Services Controller node, vSphere Certificate Manager can regenerate the root
certificate and replace the machine SSL certificate and the machine solution user certificate.
n On a management node, vSphere Certificate Manager can replace the machine SSL certificate and
all solution user certificates.
n In an embedded deployment, vSphere Certificate Manager can replace all certificates.
Which certificates are replaced depends on which options you select.
Manual Certificate Replacement

For some special cases, for example, if you want to replace only one type of solution user certificate, you
cannot use the vSphere Certificate Manager utility. In that case, you can use the CLIs included with your
installation for certificate replacement.
Understanding Stopping and Starting of Services

For certain parts of manual certificate replacement, you must stop all services and then start only the
services that manage the certificate infrastructure. If you stop services only when needed, you can
minimize downtime.
You have to stop and start services as part of the certificate replacement process.
n If your environment uses an embedded Platform Services Controller, you start and stop all services,
as discussed in this document.
n If your environment uses an external Platform Services Controller, you do not have to stop and start
VMware Directory Service (vmdird) and VMware Certificate Authority (vmcad) on the vCenter Server
node. Those services run on the Platform Services Controller.
Follow these rules of thumb.
n Do not stop services to generate new public/private key pairs or new certificates.
n If you are the only administrator, you do not have to stop services when you add a new root
certificate. The old root certificate remains available, and all services can still authenticate with that
certificate. Stop and immediately restart all services after you add the root certificate to avoid
problems with your hosts.
n If your environment includes multiple administrators, stop services before you add a new root
certificate and restart services after you add a new certificate.
n Stop services right before you perform these tasks:
n Delete a machine SSL certificate or any solution user certificate in VECS.
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n Replace a solution user certificate in vmdir (VMware Directory Service).
Replace Existing VMCA-Signed Certificates With New VMCA-

Signed Certificates
If the VMCA root certificate expires in the near future, or if you want to replace it for other reasons, you
can generate a new root certificate and add it to the VMware Directory Service. You can then generate
new machine SSL certificates and solution user certificates using the new root certificate.
Use the vSphere Certificate Manager utility to replace certificates for most cases.
If you need fine-grained control, this scenario gives detailed step-by-step instructions for replacing the
complete set of certificates using CLI commands. You can instead replace only individual certificates
using the procedure in the corresponding task.
Prerequisites
Only [email protected] or other users in the CAAdmins group can perform certificate
management tasks. See Add Members to a vCenter Single Sign-On Group.
Procedure
1 Generate a New VMCA-Signed Root Certificate

You generate new VMCA-signed certificates with the certool CLI or the vSphere Certificate
Manager utility and publish the certificates to vmdir.
2 Replace Machine SSL Certificates with VMCA-Signed Certificates

After you generate a new VMCA-signed root certificate, you can replace all machine SSL certificates
in your environment.
3 Replace Solution User Certificates With New VMCA-Signed Certificates

After you replace the machine SSL certificates, you can replace all solution user certificates.
Solution user certificates must be valid, that is, not expired, but none of the other information in the
certificate is used by the certificate infrastructure.
4 Replace the VMware Directory Service Certificate in Mixed Mode Environments

During upgrade, your environment might temporarily include both vCenter Single Sign-On version
5.5 and vCenter Single Sign-On version 6.x. For that case, you have to perform additional steps to
replace the VMware Directory Service SSL certificate if you replace the SSL certificate of the node
on which the vCenter Single Sign-On service is running.
Generate a New VMCA-Signed Root Certificate

You generate new VMCA-signed certificates with the certool CLI or the vSphere Certificate Manager
utility and publish the certificates to vmdir.
In a multi-node deployment, you run root certificate generation commands on the Platform Services
Controller.
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Procedure
1 Generate a new self-signed certificate and private key.
certool --genselfcacert --outprivkey <key_file_path> --outcert <cert_file_path> --config

<config_file>
2 Replace the existing root certificate with the new certificate.
certool --rootca --cert <cert_file_path> --privkey <key_file_path>
The command generates the certificate, adds it to vmdir, and adds it to VECS.
3 Stop all services and start the services that handle certificate creation, propagation, and storage.
Note If your environment uses an external Platform Services Controller, you do not have to stop and
start VMware Directory Service (vmdird) and VMware Certificate Authority (vmcad) on the vCenter
Server node. Those services run on the Platform Services Controller.


4 (Optional) Publish the new root certificate to vmdir.
dir-cli trustedcert publish --cert newRoot.crt
The command updates all instances of vmdir immediately. If you don't run the command, propagation
of the new certificate to all nodes might take a while.
5 Restart all services.
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Example: Generate a New VMCA-Signed Root Certificate

The following example shows all the steps for verifying the current root CA information, and for
regenerating the root certificate.
1 (Optional) List the VMCA root certificate to make sure it is in the certificate store.
n On a Platform Services Controller node or embedded installation:
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --getrootca
n On a management node (external installation):
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --getrootca --server=<psc-ip-or-

fqdn>
The output looks similar to this:
output:
Certificate:
Data:
Version: 3 (0x2)
Serial Number:
cf:2d:ff:49:88:50:e5:af
...
2 (Optional) List the VECS TRUSTED_ROOTS store and compare the certificate serial number there
with the output from Step 1.
This command works on both Platform Services Controller nodes and management nodes because
VECS polls vmdir.
"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry list --store TRUSTED_ROOTS --text
In the simplest case with only one root certificate, the output looks like this:
Number of entries in store : 1

Alias : 960d43f31eb95211ba3a2487ac840645a02894bd
Entry type : Trusted Cert
Certificate:
Data:
Version: 3 (0x2)
Serial Number:
cf:2d:ff:49:88:50:e5:af
3 Generate a new VMCA root certificate. The command adds the certificate to the TRUSTED_ROOTS
store in VECS and in vmdir (VMware Directory Service).
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --selfca --config="C:\Program Files

\VMware\vCenter Server\vmcad\certool.cfg"
On Windows, --config is optional because the command uses the default certool.cfg file.
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Replace Machine SSL Certificates with VMCA-Signed Certificates

After you generate a new VMCA-signed root certificate, you can replace all machine SSL certificates in
your environment.
Each machine must have a machine SSL certificate for secure communication with other services. In a
multi-node deployment, you must run the Machine SSL certificate generation commands on each node.
Use the --server parameter to point to the Platform Services Controller from a vCenter Server with
Prerequisites
Be prepared to stop all services and to start the services that handle certificate propagation and storage.
Procedure
1 Make one copy of certool.cfg for each machine that needs a new certificate.
You can find certool.cfg in the following locations:
OS Path
Windows C:\Program Files\VMware\vCenter Server\vmcad
Linux /usr/lib/vmware-vmca/share/config/
2 Edit the custom configuration file for each machine to include that machine's FDQN.
Run NSLookup against the machine’s IP address to see the DNS listing of the name, and use that
name for the Hostname field in the file.
3 Generate a public/private key file pair and a certificate for each file, passing in the configuration file
that you just customized.
For example:
certool --genkey --privkey=machine1.priv --pubkey=machine1.pub

certool --gencert --privkey=machine1.priv --cert machine1.crt --Name=Machine1_Cert --config
machine1.cfg
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5 Add the new certificate to VECS.
All machines need the new certificate in the local certificate store to communicate over SSL. You first
delete the existing entry, then add the new entry.
vecs-cli entry delete --store MACHINE_SSL_CERT --alias __MACHINE_CERT

vecs-cli entry create --store MACHINE_SSL_CERT --alias __MACHINE_CERT --cert machine1.cert
--key machine1.priv
Example: Replacing Machine Certificates With VMCA-Signed Certificates

1 Create a configuration file for the SSL certificate and save it as ssl-config.cfg in the current
directory.
Country = US
Name = vmca-<PSC-FQDN-example>
Organization = <my_company>
OrgUnit = <my_company Engineering>
State = <my_state>
Locality = <mytown>
Hostname = <FQDN>
2 Generate a key pair for the machine SSL certificate. Run this command on each management node
and Platform Services Controller node; it does not require a --server option.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=ssl-key.priv --

pubkey=ssl-key.pub
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The ssl-key.priv and ssl-key.pub files are created in the current directory.
3 Generate the new machine SSL certificate. This certificate is signed by VMCA. If you replaced the
VMCA root certificate with custom certificate, VMCA signs all certificates with the full chain.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vmca-ssl.crt

--privkey=ssl-key.priv --config=ssl-config.cfg
n On a vCenter Server (external installation):

--privkey=ssl-key.priv --config=ssl-config.cfg --server=<psc-ip-or-fqdn>
The new-vmca-ssl.crt file is created in the current directory.
4 (Optional) List the content of VECS.
"C:\Program Files\VMware\vCenter Server\vmafdd\" vecs-cli store list
n Sample output on Platform Services Controller:
MACHINE_SSL_CERT
TRUSTED_ROOTS
TRUSTED_ROOT_CRLS
machine
n Sample output on vCenter Server:
output (on vCenter):

MACHINE_SSL_CERT
TRUSTED_ROOTS
TRUSTED_ROOT_CRLS
machine
vpxd
vpxd-extension
vsphere-webclient
sms
5 Replace the Machine SSL certificate in VECS with the new Machine SSL certificate. The --store
and --alias values have to exactly match with the default names.
n On the Platform Services Controller, run the following command to update the Machine SSL
certificate in the MACHINE_SSL_CERT store.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store

MACHINE_SSL_CERT --alias __MACHINE_CERT
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store
MACHINE_SSL_CERT --alias __MACHINE_CERT --cert new-vmca-ssl.crt --key ssl-key.priv
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n On each management node or embedded deployment, run the following command to update the
Machine SSL certificate in the MACHINE_SSL_CERT store. You must update the certificate for
each machine separately because each has a different FQDN.

What to do next
You can also replace the certificates for your ESXi hosts. See the vSphere Security publication.
After replacing the root certificate in a multi-node deployment, you must restart services on all vCenter
Server with external Platform Services Controller nodes.
Replace Solution User Certificates With New VMCA-Signed Certificates

After you replace the machine SSL certificates, you can replace all solution user certificates. Solution
user certificates must be valid, that is, not expired, but none of the other information in the certificate is
used by the certificate infrastructure.
Many VMware customers do not replace solution user certificates. They replace only the machine SSL
certificates with custom certificates. This hybrid approach satisfies the requirements of their security
teams.
n Certificates either sit behind a proxy, or they are custom certificates.
n No intermediate CAs are used.
You replace the machine solution user certificate on each management node and on each Platform
Services Controller node. You replace the other solution user certificates only on each management
node. Use the --server parameter to point to the Platform Services Controller when you run commands
on a management node with an external Platform Services Controller.
Prerequisites
Be prepared to stop all services and to start the services that handle certificate propagation and storage.
Procedure
1 Make one copy of certool.cfg, remove the Name, IP address, DNS name, and email fields, and
rename the file, for example, to sol_usr.cfg.
You can name the certificates from the command line as part of generation. The other information is
not needed for solution users. If you leave the default information, the certificates that are generated
are potentially confusing.
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2 Generate a public/private key file pair and a certificate for each solution user, passing in the
configuration file that you just customized.
For example:
certool --genkey --privkey=vpxd.priv --pubkey=vpxd.pub

certool --gencert --privkey=vpxd.priv --cert vpxd.crt --Name=VPXD_1 --config sol_usr.cfg
3 Find the name for each solution user.
dir-cli service list
You can use the unique ID that is returned when you replace the certificates. The input and output
might look as follows.
C:\Program Files\VMware\vCenter Server\vmafdd>dir-cli service list

Enter password for [email protected]:
1. machine-1d364500-4b45-11e4-96c2-020011c98db3
2. vpxd-1d364500-4b45-11e4-96c2-020011c98db3
3. vpxd-extension-1d364500-4b45-11e4-96c2-020011c98db3
4. vsphere-webclient-1d364500-4b45-11e4-96c2-020011c98db3
When you list solution user certificates in multi-node deployments, the output of dir-cli list includes
all solution users from all nodes. Run vmafd-cli get-machine-id --server-name localhost to
find the local machine ID for each host. Each solution user name includes the machine ID.


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5 For each solution user, replace the existing certificate in vmdir and then in VECS.
The following example shows how to replace the certificates for the vpxd service.
dir-cli service update --name <vpxd-xxxx-xxx-7c7b769cd9f4> --cert ./vpxd.crt

vecs-cli entry delete --store vpxd --alias vpxd
vecs-cli entry create --store vpxd --alias vpxd --cert vpxd.crt --key vpxd.priv
Note Solution users cannot authenticate to vCenter Single Sign-On if you do not replace the
certificate in vmdir.
Example: Using VMCA-Signed Solution User Certificates

1 Generate a public/private key pair for each solution user. That includes a pair for the machine solution
user on each Platform Services Controller and each management node and a pair for each additional
solution user (vpxd, vpxd-extension, vsphere-webclient) on each management node.
a Generate a key pair for the machine solution user of an embedded deployment or for the machine
solution user of the Platform Services Controller.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=machine-

key.priv --pubkey=machine-key.pub
b (Optional) For deployments with an external Platform Services Controller, generate a key pair for
the machine solution user on each management node.

c Generate a key pair for the vpxd solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vpxd-key.priv --

pubkey=vpxd-key.pub
d Generate a key pair for the vpxd-extension solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vpxd-extension-

key.priv --pubkey=vpxd-extension-key.pub
e Generate a key pair for the vsphere-webclient solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vsphere-

webclient-key.priv --pubkey=vsphere-webclient-key.pub
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2 Generate solution user certificates that are signed by the new VMCA root certificate for the machine
solution user on each Platform Services Controller and each management node and for each
additional solution user (vpxd, vpxd-extension, vsphere-webclient) on each management node.
Note The --Name parameter has to be unique. Including the name of the solution user store name
makes it easy to see which certificate maps to which solution user. The example includes the name,
for example vpxd or vpxd-extension in each case.
a Run the following command on the Platform Services Controller node to generate a solution user
certificate for the machine solution user on that node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-machine.crt --

privkey=machine-key.priv --Name=machine
b Generate a certificate for the machine solution user on each management node.

privkey=machine-key.priv --Name=machine --server=<psc-ip-or-fqdn>
c Generate a certificate for the vpxd solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vpxd.crt --

privkey=vpxd-key.priv --Name=vpxd --server=<psc-ip-or-fqdn>
d Generate a certificate for the vpxd-extensions solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vpxd-

extension.crt --privkey=vpxd-extension-key.priv --Name=vpxd-extension --server=<psc-ip-or-
fqdn>
e Generate a certificate for the vsphere-webclient solution user on each management node by
running the following command.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vsphere-

webclient.crt --privkey=vsphere-webclient-key.priv --Name=vsphere-webclient --server=<psc-ip-
or-fqdn>
3 Replace the solution user certificates in VECS with the new solution user certificates.
Note The --store and --alias parameters have to exactly match the default names for services.
a On the Platform Services Controller node, run the following command to replace the machine
solution user certificate:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store machine --

alias machine
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store machine --
alias machine --cert new-machine.crt --key machine-key.priv
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b Replace the machine solution user certificate on each management node:

alias machine
alias machine --cert new-machine-vc.crt --key machine-vc-key.priv
c Replace the vpxd solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vpxd --

alias vpxd
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vpxd --
alias vpxd --cert new-vpxd.crt --key vpxd-key.priv
d Replace the vpxd-extension solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vpxd-

extension --alias vpxd-extension
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vpxd-
extension --alias vpxd-extension --cert new-vpxd-extension.crt --key vpxd-extension-key.priv
e Replace the vsphere-webclient solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vsphere-

webclient --alias vsphere-webclient
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vsphere-
webclient --alias vsphere-webclient --cert new-vsphere-webclient.crt --key vsphere-webclient-
key.priv
4 Update VMware Directory Service (vmdir) with the new solution user certificates. You are prompted
for a vCenter Single Sign-On administrator password.
a Run dir-cli service list to get the unique service ID suffix for each solution user. You can
run this command on a Platform Services Controller or a vCenter Server system.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli>dir-cli service list

output:
1. machine-29a45d00-60a7-11e4-96ff-00505689639a
2. machine-6fd7f140-60a9-11e4-9e28-005056895a69
3. vpxd-6fd7f140-60a9-11e4-9e28-005056895a69
4. vpxd-extension-6fd7f140-60a9-11e4-9e28-005056895a69
5. vsphere-webclient-6fd7f140-60a9-11e4-9e28-005056895a69
Note When you list solution user certificates in large deployments, the output of dir-cli list
includes all solution users from all nodes. Run vmafd-cli get-machine-id --server-name
localhost to find the local machine ID for each host. Each solution user name includes the
machine ID.
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b Replace the machine certificate in vmdir on the Platform Services Controller. For example, if
machine-29a45d00-60a7-11e4-96ff-00505689639a is the machine solution user on the Platform
Services Controller, run this command:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli service update --name

machine-29a45d00-60a7-11e4-96ff-00505689639a --cert new-machine-1.crt
c Replace the machine certificate in vmdir on each management node. For example, if
machine-6fd7f140-60a9-11e4-9e28-005056895a69 is the machine solution user on the vCenter
Server, run this command:

machine-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-machine-2.crt
d Replace the vpxd solution user certificate in vmdir on each management node. For example, if
vpxd-6fd7f140-60a9-11e4-9e28-005056895a69 is the vpxd solution user ID, run this command:

vpxd-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vpxd.crt
e Replace the vpxd-extension solution user certificate in vmdir on each management node. For
example, if vpxd-extension-6fd7f140-60a9-11e4-9e28-005056895a69 is the vpxd-extension
solution user ID, run this command:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli service update --name vpxd-

extension-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vpxd-extension.crt
f Replace the vsphere-webclient solution user certificate on each management node. For example,
if vsphere-webclient-6fd7f140-60a9-11e4-9e28-005056895a69 is the vsphere-webclient solution
user ID, run this command:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli service update --name vsphere-

webclient-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vsphere-webclient.crt
What to do next
Restart all services on each Platform Services Controller node and each management node.
Replace the VMware Directory Service Certificate in Mixed Mode

Environments
During upgrade, your environment might temporarily include both vCenter Single Sign-On version 5.5 and
vCenter Single Sign-On version 6.x. For that case, you have to perform additional steps to replace the
VMware Directory Service SSL certificate if you replace the SSL certificate of the node on which the
vCenter Single Sign-On service is running.
The VMware Directory Service SSL certificate is used by vmdir to perform handshakes between Platform
Services Controller nodes that perform vCenter Single Sign-On replication.
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These steps are not required for a mixed mode environment that includes vSphere 6.0 and vSphere 6.5
nodes. These steps are required only if:
n Your environment includes both vCenter Single Sign-On 5.5 and vCenter Single Sign-On 6.x services.
n The vCenter Single Sign-On services are set up to replicate vmdir data.
n You plan to replace the default VMCA-signed certificates with custom certificates for the node on
which the vCenter Single Sign-On 6.x service runs.
Note Upgrading the complete environment before restarting the services is best practice. Replacing the
VMware Directory Service certificate is not usually recommended.
Procedure
1 On the node on which the vCenter Single Sign-On 5.5 service runs, set up the environment so the
vCenter Single Sign-On 6.x service is known.
a Back up all files C:\ProgramData\VMware\CIS\cfg\vmdird.
b Make a copy of the vmdircert.pem file on the 6.x node, and rename it to
<sso_node2.domain.com>.pem, where <sso_node2.domain.com> is the FQDN of the 6.x node.
c Copy the renamed certificate to C:\ProgramData\VMware\CIS\cfg\vmdird to replace the

existing replication certificate.
2 Restart the VMware Directory Service on all machines where you replaced certificates.
You can restart the service from the vSphere Client or use the service-control command.
Use VMCA as an Intermediate Certificate Authority

You can replace the VMCA root certificate with a third-party CA-signed certificate that includes VMCA in
the certificate chain. Going forward, all certificates that VMCA generates include the full chain. You can
replace existing certificates with newly generated certificates.
Procedure
1 Replace the Root Certificate (Intermediate CA)

The first step in replacing the VMCA certificates with custom certificates is generating a CSR,
sending the CSR to be signed. You then add the signed certificate to VMCA as a root certificate.
2 Replace Machine SSL Certificates (Intermediate CA)

After you have received the signed certificate from the CA and made it the VMCA root certificate,
you can replace all machine SSL certificates.
3 Replace Solution User Certificates (Intermediate CA)

After you replace the machine SSL certificates, you can replace the solution user certificates.
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Replace the Root Certificate (Intermediate CA)

The first step in replacing the VMCA certificates with custom certificates is generating a CSR, sending the
CSR to be signed. You then add the signed certificate to VMCA as a root certificate.
You can use the Certificate Manager utility or other tool to generate the CSR. The CSR must meet the
following requirements:
n PEM format. VMware supports PKCS8 and PKCS1 (RSA keys). When keys are added to VECS, they
n x509 version 3
n If you are using custom certificates, the CA extension must be set to true for root certificates, and cert
sign must be in the list of requirements.
n No explicit limit to the length of the certificate chain. VMCA uses the OpenSSL default, which is 10
certificates.
n Certificates with wildcards or with more than one DNS name are not supported.
See the VMware knowledge base article at http://kb.vmware.com/kb/2112009, Creating a Microsoft

Certificate Authority Template for SSL certificate creation in vSphere 6.0, for an example using
Microsoft Certificate Authority.
VMCA validates the following certificate attributes when you replace the root certificate:
n Key size 2048 bits or more
n Key Usage: Cert Sign
n Basic Constraint: Subject Type CA
Procedure
1 Generate a CSR and send it to your CA.
Follow your CA's instructions.
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2 Prepare a certificate file that includes the signed VMCA certificate and the full CA chain of your third-
party CA or enterprise CA. Save the file, for example as rootca1.crt.
You can accomplish this step by copying all CA certificates in PEM format into a single file. You start
with the VMCA root certificate and end up with the root CA PEM certificate. For example:
<Certificate of VMCA>
<Certificate of intermediary CA>
<Certificate of Root CA>


4 Replace the existing VMCA root CA.
certool --rootca --cert=rootca1.crt --privkey=root1.key
When you run this command, it:
n Adds the new custom root certificate to the certificate location in the file system.
n Appends the custom root certificate to the TRUSTED_ROOTS store in VECS (after a delay).
n Adds the custom root certificate to vmdir (after a delay).
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5 (Optional) To propagate the change to all instances of vmdir (VMware Directory Service), publish the
new root certificate to vmdir, supplying the full file path for each file.
For example:
dir-cli trustedcert publish --cert rootca1.crt
Replication between vmdir nodes happens every 30 seconds. You do not have to add the root
certificate to VECS explicitly because VECS polls vmdir for new root certificate files every 5 minutes.
6 (Optional) If necessary, you can force a refresh of VECS.
vecs-cli force-refresh
Example: Replacing the Root Certificate

Replace the VMCA root certificate with the custom CA root certificate using the certool command with the
--rootca option.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\certool" --rootca --cert=C:\custom-certs\root.pem -–

privkey=C:\custom-certs\root.key
When you run this command, it:
n Adds the new custom root certificate to the certificate location in the file system.
n Appends the custom root certificate to the TRUSTED_ROOTS store in VECS.
n Adds the custom root certificate to vmdir.
What to do next
You can remove the original VMCA root certificate from the certificate store if your company policy
requires it. If you do, you have to replace the vCenter Single Sign-On Signing certificate. See Refresh the
Security Token Service Certificate.
Replace Machine SSL Certificates (Intermediate CA)

After you have received the signed certificate from the CA and made it the VMCA root certificate, you can
replace all machine SSL certificates.
These steps are essentially the same as the steps for replacing with a certificate that uses VMCA as the
certificate authority. However, in this case, VMCA signs all certificates with the full chain.
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Prerequisites
For each machine SSL certificate, the SubjectAltName must contain DNS Name=<Machine FQDN>.
Procedure
1 Make one copy of certool.cfg for each machine that needs a new certificate.
You can find certool.cfg in the following locations:
Windows C:\Program Files\VMware\vCenter Server\vmcad
2 Edit the custom configuration file for each machine to include that machine's FDQN.
Run NSLookup against the machine’s IP address to see the DNS listing of the name, and use that
name for the Hostname field in the file.
3 Generate a public/private key file pair and a certificate for each machine, passing in the configuration
file that you just customized.
For example:
certool --genkey --privkey=machine1.priv --pubkey=machine1.pub

certool --gencert --privkey=machine1.priv --cert machine42.crt --Name=Machine42_Cert --config
machine1.cfg


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5 Add the new certificate to VECS.
All machines need the new certificate in the local certificate store to communicate over SSL. You first
delete the existing entry, then add the new entry.

vecs-cli entry create --store MACHINE_SSL_CERT --alias __MACHINE_CERT --cert machine1.cert
--key machine1.priv
Example: Replacing Machine SSL Certificates (VMCA is Intermediate CA)

1 Create a configuration file for the SSL certificate and save it as ssl-config.cfg in the current
directory.
Country = US
Name = vmca-<PSC-FQDN-example>
Organization = VMware
OrgUnit = VMware Engineering
State = California
Locality = Palo Alto
Hostname = <FQDN>
2 Generate a key pair for the machine SSL certificate. Run this command on each management node
and Platform Services Controller node; it does not require a --server option.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=ssl-key.priv --

pubkey=ssl-key.pub
The ssl-key.priv and ssl-key.pub files are created in the current directory.
3 Generate the new machine SSL certificate. This certificate is signed by VMCA. If you replaced the
VMCA root certificate with custom certificate, VMCA signs all certificates with the full chain.

--privkey=ssl-key.priv --config=ssl-config.cfg
n On a vCenter Server (external installation):

--privkey=ssl-key.priv --config=ssl-config.cfg --server=<psc-ip-or-fqdn>
The new-vmca-ssl.crt file is created in the current directory.
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4 (Optional) List the content of VECS.
"C:\Program Files\VMware\vCenter Server\vmafdd\" vecs-cli store list
n Sample output on Platform Services Controller:
MACHINE_SSL_CERT
TRUSTED_ROOTS
TRUSTED_ROOT_CRLS
machine
n Sample output on vCenter Server:
output (on vCenter):

MACHINE_SSL_CERT
TRUSTED_ROOTS
TRUSTED_ROOT_CRLS
machine
vpxd
vpxd-extension
vsphere-webclient
sms
5 Replace the Machine SSL certificate in VECS with the new Machine SSL certificate. The --store
and --alias values have to exactly match with the default names.
n On the Platform Services Controller, run the following command to update the Machine SSL
certificate in the MACHINE_SSL_CERT store.

n On each management node or embedded deployment, run the following command to update the
Machine SSL certificate in the MACHINE_SSL_CERT store. You must update the certificate for
each machine separately because each has a different FQDN.

Replace Solution User Certificates (Intermediate CA)

After you replace the machine SSL certificates, you can replace the solution user certificates.
teams.
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Prerequisites
Each solution user certificate must have a different Subject. Consider, for example, including the solution
user name (such as vpxd) or other unique identifier.
Procedure
1 Make one copy of certool.cfg, remove the Name, IP address, DNS name, and email fields, and
rename the file, for example, to sol_usr.cfg.
You can name the certificates from the command line as part of generation. The other information is
not needed for solution users. If you leave the default information, the certificates that are generated
are potentially confusing.
2 Generate a public/private key file pair and a certificate for each solution user, passing in the
configuration file that you just customized.
For example:
certool --genkey --privkey=vpxd.priv --pubkey=vpxd.pub

certool --gencert --privkey=vpxd.priv --cert vpxd.crt --Name=VPXD_1 --config sol_usr.cfg

1. machine-1d364500-4b45-11e4-96c2-020011c98db3
2. vpxd-1d364500-4b45-11e4-96c2-020011c98db3
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5 Replace the existing certificate in vmdir and then in VECS.
For solution users, you must add the certificates in that order. For example:
dir-cli service update --name <vpxd-xxxx-xxx-7c7b769cd9f4> --cert ./vpxd.crt

Note Solution users cannot log in to vCenter Single Sign-On if you don't replace the certificate in
vmdir.
Example: Replacing Solution User Certificates (Intermediate CA)

1 Generate a public/private key pair for each solution user. That includes a pair for the machine solution
user on each Platform Services Controller and each management node and a pair for each additional
solution user (vpxd, vpxd-extension, vsphere-webclient) on each management node.
a Generate a key pair for the machine solution user of an embedded deployment or for the machine
solution user of the Platform Services Controller.

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b (Optional) For deployments with an external Platform Services Controller, generate a key pair for
the machine solution user on each management node.

c Generate a key pair for the vpxd solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vpxd-key.priv --

pubkey=vpxd-key.pub
d Generate a key pair for the vpxd-extension solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vpxd-extension-

key.priv --pubkey=vpxd-extension-key.pub
e Generate a key pair for the vsphere-webclient solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --genkey --privkey=vsphere-

webclient-key.priv --pubkey=vsphere-webclient-key.pub
2 Generate solution user certificates that are signed by the new VMCA root certificate for the machine
solution user on each Platform Services Controller and each management node and for each
additional solution user (vpxd, vpxd-extension, vsphere-webclient) on each management node.
Note The --Name parameter has to be unique. Including the name of the solution user store name
makes it easy to see which certificate maps to which solution user. The example includes the name,
for example vpxd or vpxd-extension in each case.
a Run the following command on the Platform Services Controller node to generate a solution user
certificate for the machine solution user on that node.

privkey=machine-key.priv --Name=machine
b Generate a certificate for the machine solution user on each management node.

privkey=machine-key.priv --Name=machine --server=<psc-ip-or-fqdn>
c Generate a certificate for the vpxd solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vpxd.crt --

privkey=vpxd-key.priv --Name=vpxd --server=<psc-ip-or-fqdn>
d Generate a certificate for the vpxd-extensions solution user on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vpxd-

extension.crt --privkey=vpxd-extension-key.priv --Name=vpxd-extension --server=<psc-ip-or-
fqdn>
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e Generate a certificate for the vsphere-webclient solution user on each management node by
running the following command.
C:\>"C:\Program Files\VMware\vCenter Server\vmcad\"certool --gencert --cert=new-vsphere-

webclient.crt --privkey=vsphere-webclient-key.priv --Name=vsphere-webclient --server=<psc-ip-
or-fqdn>
3 Replace the solution user certificates in VECS with the new solution user certificates.
Note The --store and --alias parameters have to exactly match the default names for services.
a On the Platform Services Controller node, run the following command to replace the machine
solution user certificate:

alias machine
alias machine --cert new-machine.crt --key machine-key.priv
b Replace the machine solution user certificate on each management node:

alias machine
alias machine --cert new-machine-vc.crt --key machine-vc-key.priv
c Replace the vpxd solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vpxd --

alias vpxd
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vpxd --
alias vpxd --cert new-vpxd.crt --key vpxd-key.priv
d Replace the vpxd-extension solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vpxd-

extension --alias vpxd-extension
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vpxd-
extension --alias vpxd-extension --cert new-vpxd-extension.crt --key vpxd-extension-key.priv
e Replace the vsphere-webclient solution user certificate on each management node.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store vsphere-

webclient --alias vsphere-webclient
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store vsphere-
webclient --alias vsphere-webclient --cert new-vsphere-webclient.crt --key vsphere-webclient-
key.priv
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4 Update VMware Directory Service (vmdir) with the new solution user certificates. You are prompted
for a vCenter Single Sign-On administrator password.
a Run dir-cli service list to get the unique service ID suffix for each solution user. You can
run this command on a Platform Services Controller or a vCenter Server system.
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli>dir-cli service list

output:
1. machine-29a45d00-60a7-11e4-96ff-00505689639a
2. machine-6fd7f140-60a9-11e4-9e28-005056895a69
3. vpxd-6fd7f140-60a9-11e4-9e28-005056895a69
4. vpxd-extension-6fd7f140-60a9-11e4-9e28-005056895a69
5. vsphere-webclient-6fd7f140-60a9-11e4-9e28-005056895a69
Note When you list solution user certificates in large deployments, the output of dir-cli list
includes all solution users from all nodes. Run vmafd-cli get-machine-id --server-name
localhost to find the local machine ID for each host. Each solution user name includes the
machine ID.
b Replace the machine certificate in vmdir on the Platform Services Controller. For example, if
machine-29a45d00-60a7-11e4-96ff-00505689639a is the machine solution user on the Platform
Services Controller, run this command:

machine-29a45d00-60a7-11e4-96ff-00505689639a --cert new-machine-1.crt
c Replace the machine certificate in vmdir on each management node. For example, if
machine-6fd7f140-60a9-11e4-9e28-005056895a69 is the machine solution user on the vCenter
Server, run this command:

machine-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-machine-2.crt
d Replace the vpxd solution user certificate in vmdir on each management node. For example, if
vpxd-6fd7f140-60a9-11e4-9e28-005056895a69 is the vpxd solution user ID, run this command:

vpxd-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vpxd.crt
e Replace the vpxd-extension solution user certificate in vmdir on each management node. For
example, if vpxd-extension-6fd7f140-60a9-11e4-9e28-005056895a69 is the vpxd-extension
solution user ID, run this command:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli service update --name vpxd-

extension-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vpxd-extension.crt
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f Replace the vsphere-webclient solution user certificate on each management node. For example,
if vsphere-webclient-6fd7f140-60a9-11e4-9e28-005056895a69 is the vsphere-webclient solution
user ID, run this command:
C:\>"C:\Program Files\VMware\vCenter Server\vmafdd\"dir-cli service update --name vsphere-

webclient-6fd7f140-60a9-11e4-9e28-005056895a69 --cert new-vsphere-webclient.crt

Environments
Procedure

Use Custom Certificates With vSphere

If company policy requires it, you can replace some or all certificates used in vSphere with certificates that
are signed by a third-party or enterprise CA. If you do that, VMCA is not in your certificate chain. You are
responsible for storing all vCenter certificates in VECS.
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You can replace all certificates or use a hybrid solution. For example, consider replacing all certificates
that are used for network traffic but leaving VMCA-signed solution user certificates. Solution user
certificates are used only for authentication to vCenter Single Sign-On.
Note If you do not want to use VMCA, you are responsible for replacing all certificates yourself, for
provisioning new components with certificates, and for keeping track of certificate expiration.
Even if you decide to use custom certificates, you can still use the VMware Certificate Manager utility for
certificate replacement. See Replace All Certificates with Custom Certificate (Certificate Manager).
If you encounter problems with vSphere Auto Deploy after replacing certificates, see the VMware
knowledge base article at http://kb.vmware.com/kb/2000988.
Procedure
1 Request Certificates and Import a Custom Root Certificate

You can use custom certificates from an enterprise or third-party CA. The first step is requesting the
certificates from the CA and importing the root certificates into VECS.
2 Replace Machine SSL Certificates With Custom Certificates

After you receive the custom certificates, you can replace each machine certificate.
3 Replace Solution User Certificates With Custom Certificates

After you replace the machine SSL certificates, you can replace the VMCA-signed solution user
certificates with third-party or enterprise certificates.

Request Certificates and Import a Custom Root Certificate

You can use custom certificates from an enterprise or third-party CA. The first step is requesting the
certificates from the CA and importing the root certificates into VECS.
Prerequisites
The certificate must meet the following requirements:
n PEM format. VMware supports PKCS8 and PKCS1 (RSA keys). When keys are added to VECS, they
n x509 version 3
n For root certificates, the CA extension must be set to true, and the cert sign must be in the list of
requirements.
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n CRT format
n Start time of one day before the current time.
n CN (and SubjectAltName) set to the host name (or IP address) that the ESXi host has in the vCenter
Server inventory.
Procedure
1 Send CSRs for the following certificates to your enterprise or third-party certificate provider.
n A machine SSL certificate for each machine. For the machine SSL certificate, the
SubjectAltName field must contain the fully qualified domain name (DNS
NAME=machine_FQDN).
n Optionally, four solution user certificates for each embedded system or management node.
Solution user certificates should not include IP address, host name, or email address. Each
certificate must have a different certificate Subject.
n Optionally, a machine solution user certificate for external Platform Services Controller instances.
This certificate differs from the machine SSL certificate for the Platform Services Controller.
Typically, the result is a PEM file for the trusted chain, plus the signed SSL certificates for each
Platform Services Controller or management node.
2 List the TRUSTED_ROOTS and machine SSL stores.
vecs-cli store list
a Ensure that the current root certificate and all machine SSL certificates are signed by VMCA.
b Note down the Serial number, issuer, and Subject CN fields.
c (Optional) With a Web browser, open an HTTPS connection to a node where the certificate will be
replaced, check the certificate information, and ensure that it matches the machine SSL
certificate.
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4 Publish the custom root certificate.
dir-cli trustedcert publish --cert <my_custom_root>
If you do not specify a user name and password on the command line, you are prompted.
What to do next
You can remove the original VMCA root certificate from the certificate store if company policy requires it.
If you do, you have to refresh the vCenter Single Sign-On certificate. See Refresh the Security Token
Service Certificate.
Replace Machine SSL Certificates With Custom Certificates

After you receive the custom certificates, you can replace each machine certificate.
You must have the following information before you can start replacing the certificates:
n Valid Machine SSL custom certificate (.crt file).
n Valid Machine SSL custom key (.key file).
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n Valid custom certificate for Root (.crt file).
n If you are running the command on a vCenter Server with external Platform Services Controller in a
multi-node deployment, IP address of the Platform Services Controller.
Prerequisites
You must have received a certificate for each machine from your third-party or enterprise CA.
n CRT format
n x509 version 3
Procedure


2 Log in to each node and add the new machine certificates that you received from the CA to VECS.
All machines need the new certificate in the local certificate store to communicate over SSL.

vecs-cli entry create --store MACHINE_SSL_CERT --alias __MACHINE_CERT --cert <cert-file-path>
--key <key-file-path>
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Example: Replace Machine SSL Certificates with Custom Certificates

This example shows how to replace the machine SSL certificate with a custom certificate on a Windows
installation. You can replace the machine SSL certificate on each node the same way.
1 First, delete the existing certificate in VECS.
"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry delete --store MACHINE_SSL_CERT --

alias __MACHINE_CERT
2 Next, add the replacement certificate.
"C:\Program Files\VMware\vCenter Server\vmafdd\"vecs-cli entry create --store MACHINE_SSL_CERT --

alias __MACHINE_CERT --cert E:\custom-certs\ms-ca\signed-ssl\custom-w1-vim-cat-
dhcp-094.eng.vmware.com.crt --key E:\custom-certs\ms-ca\signed-ssl\custom-x3-vim-cat-
dhcp-1128.vmware.com.priv
Replace Solution User Certificates With Custom Certificates

After you replace the machine SSL certificates, you can replace the VMCA-signed solution user
certificates with third-party or enterprise certificates.
teams.
Solution users use certificates only to authenticate to vCenter Single Sign-On. If the certificate is valid,
vCenter Single Sign-On assigns a SAML token to the solution user, and the solution user uses the SAML
token to authenticate to other vCenter components.
Prerequisites
n CRT format
n x509 version 3
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n Each solution user certificate must have a different Subject. Consider, for example, including the
solution user name (such as vpxd) or other unique identifier.
Procedure

service-control --start vmafdd
service-control --start vmca

1. machine-1d364500-4b45-11e4-96c2-020011c98db3
2. vpxd-1d364500-4b45-11e4-96c2-020011c98db3
3 For each solution user, replace the existing certificate in VECS and then in vmdir.
You must add the certificates in that order.

dir-cli service update --name <vpxd-xxxx-xxx-xxxxxx> --cert vpxd.crt
Note Solution users cannot authenticate to vCenter Single Sign-On if you do not replace the
certificate in vmdir.
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Environments
Procedure

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Managing Services and
Certificates with CLI Commands 4
A set of CLIs allows you to manage VMCA (VMware Certificate Authority), VECS (VMware Endpoint
Certificate Store), and VMware Directory Service (vmdir). The vSphere Certificate Manager utility
supports many related tasks as well, but the CLIs are required for manual certificate management and for
managing other services.
You normally access the CLI tools for managing certificates and associated services by using SSH to
connect to the appliance shell. See the VMware knowledge base article at http://kb.vmware.com/kb/
2100508 for more information.
Manual Certificate Replacement gives examples for replacing certificates using CLI commands.
Table 4-1. CLI Tools for Managing Certificates and Associated Services
CLI Description See
certool Generate and manage certificates and certool Initialization Commands Reference
keys. Part of VMCAD, the VMware
Certificate Management service.
vecs-cli Manage the contents of VMware vecs-cli Command Reference

Certificate Store instances. Part of
VMAFD.
dir-cli Create and update certificates in dir-cli Command Reference

VMware Directory Service. Part of
VMAFD.
sso-config Some vCenter Single Sign-On Command-line help.

configuration. In most cases, use either Understanding vCenter Server Two-Factor
the vSphere Web Client or the vSphere Authentication
Client. Use this command for two-factor
authentication setup.
service-control Start or stop services, for example as Run this command to stop services before
part of a certificate replacement running other CLI commands.
workflow.
CLI Locations
By default, you find the CLIs in the following locations on each node.
Windows C:\Program Files\VMware\vCenter Server\vmafdd\vecs-cli.exe
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C:\Program Files\VMware\vCenter Server\vmafdd\dir-cli.exe

C:\Program Files\VMware\vCenter Server\vmcad\certool.exe
C:\Program Files\VMware\VCenter server\VMware Identity
Services\sso-config
VCENTER_INSTALL_PATH\bin\service-control
Linux /usr/lib/vmware-vmafd/bin/vecs-cli
/usr/lib/vmware-vmafd/bin/dir-cli
/usr/lib/vmware-vmca/bin/certool
/opt/vmware/bin
On Linux, the service-control command does not require that you
specify the path.
If you run commands from a vCenter Server system with an external Platform Services Controller, you
can specify the Platform Services Controller with the --server parameter.
n Required Privileges for Running CLIs
n Changing the certool Configuration Options
n certool Initialization Commands Reference
n certool Management Commands Reference
n vecs-cli Command Reference
n dir-cli Command Reference
Required Privileges for Running CLIs

Required privileges depend on the CLI that you are using and on the command that you want to run. For
example, for most certificate management operations, you have to an Administrator for the local vCenter
Single Sign-On domain (vsphere.local by default). Some commands are available for all users.
dir-cli You must be a member of the Administrators group in the local domain
(vsphere.local by default) to run dir-cli commands. If you do not specify
a user name and password, you are prompted for the password for the
administrator of the local vCenter Single Sign-On domain,
[email protected] by default.
vecs-cli Initially, only the store owner and users with blanket access privileges have
access to a store. Users in the Administrators group on Windows and root
users on Linux have blanket access privileges.
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The MACHINE_SSL_CERT and TRUSTED_ROOTS stores are special

stores. Only the root user or administrator user, depending on the type of
installation, has complete access.
certool Most of the certool commands require that the user is in the
Administrators group. All users can run the following commands.
n genselfcacert
n initscr
n getdc
n waitVMDIR
n waitVMCA
n genkey
n viewcert
Changing the certool Configuration Options

When you run certool --gencert or certain other certificate initialization or management commands, the
command reads all the values from a configuration file. You can edit the existing file, override the default
configuration file with the -–config=<file name> option, or override values on the command line.
The configuration file, certool.cfg, is at the following location by default.
OS Location
Windows C:\Program Files\VMware\vCenter Server\vmcad\
The file has several fields with the following default values:
Country = US
Name= Acme
Organization = AcmeOrg
OrgUnit = AcmeOrg Engineering
State = California
Locality = Palo Alto
Hostname = server.acme.com
You can change the values by specifying a modified file on the command line, or by overriding individual
values on the command line, as follows.
n Create a copy of the configuration file and edit the file. Use the --config command-line option to
specify the file. Specify the full path to avoid path name issues.
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n certool -–gencert --config C:\Temp\myconfig.cfg
n Override individual values on the command line. For example, to override Locality, run this command:
certool -–gencert -–privkey=private.key –-Locality="Mountain View"
Specify --Name to replace the CN field of the Subject name of the certificate.
n For solution user certificates, the name is <sol_user name>@<domain> by convention, but you can
change the name if a different convention is used in your environment.
n For machine SSL certificates, the FQDN of the machine is used.
VMCA allows only one DNSName (in the Hostname field) and no other Alias options. If the IP address
is specified by the user, it is stored in SubAltName as well.
Use the --Hostname parameter to specify the DNSName of a certificate's SubAltName.
certool Initialization Commands Reference

The certool initialization commands allow you to generate certificate signing requests, view and
generate certificates and keys that are signed by VMCA, import root certificates, and perform other
certificate management operations.
In many cases, you pass a configuration file in to a certool command. See Changing the certool
Configuration Options. See Replace Existing VMCA-Signed Certificates With New VMCA-Signed
Certificates for some usage examples. The command-line help provides details about the options.
certool --initcsr
Generates a Certificate Signing Request (CSR). The command generates a PKCS10 file and a private
key.
Option Description
--initcsr Required for generating CSRs.
--privkey <key_file> Name of the private key file.
--pubkey <key_file> Name of the public key file.
--csrfile <csr_file> File name for the CSR file to be sent to the CA provider.
--config <config_file> Optional name of the configuration file. Defaults to

certool.cfg.
Example:
certool --initcsr --privkey=<filename> --pubkey=<filename> --csrfile=<filename>
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certool --selfca
Creates a self-signed certificate and provisions the VMCA server with a self-signed root CA. Using this
option is one of the simplest ways to provision the VMCA server. You can instead provision the VMCA
server with a third-party root certificate so that VMCA is an intermediate CA. See Use VMCA as an
Intermediate Certificate Authority.
This command generates a certificate that is predated by three days to avoid time zone conflicts.
Option Description
--selfca Required for generating a self-signed certificate.
--predate <number_of_minutes> Allows you to set the Valid Not Before field of the root certificate
to the specified number of minutes before the current time. This
option can be helpful to account for potential time zone issues.
The maximum is three days.

certool.cfg.
--server <server> Optional name of the VMCA server. By default, the command
uses localhost.
Example:
machine-70-59:/usr/lib/vmware-vmca/bin # ./certool --predate=2280 --selfca --server= 192.0.2.24 --

[email protected]
certool --rootca
Imports a root certificate. Adds the specified certificate and private key to VMCA. VMCA always uses the
most recent root certificate for signing, but other root certificates remain trusted until you manually delete
them. That means you can update your infrastructure one step at a time, and finally delete certificates
that you no longer use.
Option Description
--rootca Required for importing a root CA.
--cert <certfile> Name of the certificate file.
--privkey <key_file> Name of the private key file. This file must be in PEM encoded
format.
uses localhost.
Example:
certool --rootca --cert=root.cert --privkey=privatekey.pem
certool --getdc
Returns the default domain name that is used by vmdir.
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Option Description
uses localhost.
--port <port_num> Optional port number. Defaults to port 389.
Example:
certool --getdc
certool --waitVMDIR
Wait until the VMware Directory Service is running or until the timeout specified by --wait has elapsed.
Use this option in conjunction with other options to schedule certain tasks, for example returning the
default domain name.
Option Description
--wait Optional number of minutes to wait. Defaults to 3.
uses localhost.
Example:
certool --waitVMDIR --wait 5
certool --waitVMCA
Wait until the VMCA service is running or until the specified timeout has elapsed. Use this option in
conjunction with other options to schedule certain tasks, for example, generating a certificate.
Option Description
--wait Optional number of minutes to wait. Defaults to 3.
uses localhost.
Example:
certool --waitVMCA --selfca
certool --publish-roots
Forces an update of root certificates. This command requires administrative privileges.
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Option Description
uses localhost.
Example:
certool --publish-roots
certool Management Commands Reference

The certool management commands allow you to view, generate, and revoke certificates and to view
information about certificates.
certool --genkey
Generates a private and public key pair. Those files can then be used to generate a certificate that is
signed by VMCA.
Option Description
--genkey Required for generating a private and public key.
--privkey <keyfile> Name of the private key file.
--pubkey <keyfile> Name of the public key file.
uses localhost.
Example:
certool --genkey --privkey=<filename> --pubkey=<filename>
certool --gencert
Generates a certificate from the VMCA server. This command uses the information in certool.cfg or in
the specified configuration file. You can use the certificate to provision machine certificates or solution
user certificates.
Option Description
--gencert Required for generating a certificate.
--cert <certfile> Name of the certificate file. This file must be in PEM encoded
format.
--privkey <keyfile> Name of the private key file. This file must be in PEM encoded
format.

certool.cfg.
uses localhost.
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Example:
certool --gencert --privkey=<filename> --cert=<filename>
certool --getrootca
Prints the current root CA certificate in human-readable form. If you are running this command from a
management node, use the machine name of the Platform Services Controller node to retrieve the root
CA. This output is not usable as a certificate, it is changed to be human readable.
Option Description
--getrootca Required for printing the root certificate.
uses localhost.
Example:
certool --getrootca --server=remoteserver
certool --viewcert
Print all the fields in a certificate in human-readable form.
Option Description
--viewcert Required for viewing a certificate.
--cert <certfile> Optional name of the configuration file. Defaults to

certool.cfg.
Example:
certool --viewcert --cert=<filename>
certool --enumcert
List all certificates that the VMCA server knows about. The required filter option lets you list all
certificates or only revoked, active, or expired certificates.
Option Description
--enumcert Required for listing all certificates.
--filter [all | active] Required filter. Specify all or active. The revoked and expired
options are not currently supported.
Example:
certool --enumcert --filter=active
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certool --status
Sends a specified certificate to the VMCA server to check whether the certificate has been revoked.
Prints Certificate: REVOKED if the certificate is revoked, and Certificate: ACTIVE otherwise.
Option Description
--status Required to check the status of a certificate.
--cert <certfile> Optional name of the configuration file. Defaults to

certool.cfg.
uses localhost.
Example:
certool --status --cert=<filename>
certool --genselfcacert
Generates a self-signed certificate based on the values in the configuration file. This command generates
a certificate that is predated by three days to avoid time zone conflicts.
Option Description
--genselfcacert Required for generating a self-signed certificate.
--outcert <cert_file> Name of the certificate file. This file must be in PEM encoded
format.
--outprivkey <key_file> Name of the private key file. This file must be in PEM encoded
format.

certool.cfg.
Example:
certool --genselfcert --privkey=<filename> --cert=<filename>
vecs-cli Command Reference

The vecs-cli command set allows you to manage instances of VMware Certificate Store (VECS). Use
these commands together with dir-cli and certool to manage your certificate infrastructure and other
Platform Services Controller services.
vecs-cli store create

Creates a certificate store.
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Option Description
--name <name> Name of the certificate store.
--server <server-name> Used to specify a server name if you connect to a remote VECS
instance.
--upn <user-name> User Principle Name that is used to log in to the server instance
specified by --server <server-name> . When you create a
store, it is created in the context of the current user. Therefore,
the owner of the store is the current user context and not always
the root user.
Example:
vecs-cli store create --name <store>
vecs-cli store delete

Deletes a certificate store. You cannot delete the MACHINE_SSL_CERT, TRUSTED_ROOTS and
TRUSTED_ROOT_CRLS system stores. Users with required privileges can delete solution user stores.
Option Description
--name <name> Name of the certificate store to delete.
instance.
the root user.
Example:
vecs-cli store delete --name <store>
vecs-cli store list

List certificate stores.
Option Description
instance.
the root user.
VECS includes the following stores.
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Table 4-2. Stores in VECS

Store Description
Machine SSL store (MACHINE_SSL_CERT) n Used by the reverse proxy service on every vSphere node.
n Used by the VMware Directory Service (vmdir) on
embedded deployments and on each Platform Services
Controller node.
All services in vSphere 6.0 and later communicate through a
reverse proxy, which uses the machine SSL certificate. For
backward compatibility, the 5.x services still use specific ports.
As a result, some services such as vpxd still have their own port
open.
Trusted root store (TRUSTED_ROOTS) Contains all trusted root certificates.
Solution user stores VECS includes one store for each solution user. The subject of
n machine each solution user certificate must be unique, for example, the
machine certificate cannot have the same subject as the vpxd
n vpxd
certificate.
n vpxd-extension
Solution user certificates are used for authentication with
n vsphere-webclient
vCenter Single Sign-On. vCenter Single Sign-On checks that the
certificate is valid, but does not check other certificate attributes.
In an embedded deployment, all solution user certificates are on
the same system.
The following solution user certificate stores are included in
VECS on each management node and each embedded
deployment:
Note The machine solution user certificate has nothing to

do with the machine SSL certificate. The machine solution
user certificate is used for the SAML token exchange. The
machine SSL certificate is used for secure SSL connections
for a machine.
n vpxd: vCenter service daemon (vpxd) store on management
nodes and embedded deployments. vpxd uses the solution
user certificate that is stored in this store to authenticate to
n vpxd-extension: vCenter extensions store. Includes the
Auto Deploy service, inventory service, and other services
that are not part of other solution users.
n vsphere-webclient: vSphere Web Client store. Also
includes some additional services such as the performance
chart service.
Each Platform Services Controller node includes a machine
certificate.
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Table 4-2. Stores in VECS (continued)

Store Description
vSphere Certificate Manager Utility backup store Used by VMCA (VMware Certificate Manager) to support
(BACKUP_STORE) certificate revert. Only the most recent state is stored as a
backup, you cannot go back more than one step.
Other stores Other stores might be added by solutions. For example, the
Virtual Volumes solution adds an SMS store. Do not modify the
certificates in those stores unless VMware documentation or a
VMware Knowledge Base article instructs you to do so.
Note Deleting the TRUSTED_ROOTS_CRLS store can

damage your certificate infrastructure. Do not delete or modify
the TRUSTED_ROOTS_CRLS store.
Example:
vecs-cli store list
vecs-cli store permissions

Grants or revokes permissions to the store. Use either the --grant or the --revoke option.
The owner of the store can perform all operations, including granting and revoking permissions. The
administrator of the local vCenter Single Sign-On domain, [email protected] by default, has all
privileges on all stores, including granting and revoking permissions.
You can use vecs-cli get-permissions --name <store-name> to retrieve the current settings for the
store.
Option Description
--user <username> Unique name of the user who is granted permissions.
--grant [read|write] Permission to grant, either read or write.
--revoke [read|write] Permission to revoke, either read or write. Not currently

supported.
vecs-cli store get-permissions

Retrieves the current permission settings for the store.
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Option Description
instance.
the root user.
vecs-cli entry create

Creates an entry in VECS. Use this command to add a private key or certificate to a store.
Option Description
--store <NameOfStore> Name of the certificate store.
--alias <Alias> Optional alias for the certificate. This option is ignored for the
trusted root store.
--cert <certificate_file_path> Full path of the certificate file.
--key <key-file-path> Full path of the key that corresponds to the certificate.
Optional.
--password <password> Optional password for encrypting the private key.
instance.
the root user.
vecs-cli entry list

Lists all entries in a specified store.
Option Description
vecs-cli entry getcert

Retrieves a certificate from VECS. You can send the certificate to an output file or display it as human-
readable text.
Option Description
--alias <Alias> Alias of the certificate.
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Option Description
--output <output_file_path> File to write the certificate to.
--text Displays a human-readable version of the certificate.
instance.
the root user.
vecs-cli entry getkey

Retrieves a key that is stored in VECS. You can send the key to an output file or display it as human-
readable text.
Option Description
--alias <Alias> Alias for the key.
--output <output_file_path> Output file to write the key to.
--text Displays a human-readable version of the key.
instance.
the root user.
vecs-cli entry delete

Deletes an entry in a certificate store. If you delete an entry in VECS, you permanently remove it from
VECS. The only exception is the current root certificate. VECS polls vmdir for a root certificate.
Option Description
--alias <Alias> Alias for the entry you want to delete.
instance.
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Option Description
the root user.
-y Suppresses the confirmation prompt. For advanced users only.
vecs-cli force-refresh
Forces a refresh of VECS. By default, VECS polls vmdir for new root certificate files every 5 minutes. Use
this command for an immediate update of VECS from vmdir.
Option Description
instance.
the root user.
dir-cli Command Reference

The dir-cli utility supports creation and updates to solution users, account management, and
management of certificates and passwords in VMware Directory Service (vmdir). You can also use dir-
cli to manage and query the domain functional level of Platform Services Controller instances.
dir-cli nodes list

Lists all vCenter Server system for the specified Platform Services Controller instance.
Option Description
--login <admin_user_id> The administrator of the local vCenter Single Sign-On domain,
--password <admin_password> Password of the administrator user. If you do not specify the
password, you are prompted.
--server <psc_ip_or_fqdn> Use this option if you do not want to target the affinitized
Platform Services Controller. Specify the IP address or FQDN of
the Platform Services Controller;
dir-cli computer password-reset

Enables you to reset the password of the machine account in the domain. This option is useful if you have
to restore a Platform Services Controller instance.
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Option Description
--live-dc-hostname <server name> Current name of the Platform Services Controller instance.
dir-cli service create

Creates a solution user. Primarily used by third-party solutions.
Option Description
--name <name> Name of the solution user to create
--cert <cert file> Path to the certificate file. This can be a certificate signed by
VMCA or a third-party certificate.
--ssogroups <comma-separated-groupnames> Makes the solution user a member of the specified groups.
--wstrustrole <ActAsUser> Makes the solution user a member of the built-in administrators
or users group. In other words, determines whether the solution
user has administrative privileges.
--ssoadminrole <Administrator/User> Makes the solution user a member of the ActAsUser group. The
ActAsUser role enables users to act on behalf of other users.

List the solution users that dir-cli knows about.
Option Description
dir-cli service delete

Delete a solution user in vmdir. When you delete the solution user, all associated services become
unavailable to all management nodes that use this instance of vmdir.
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Option Description
--name Name of the solution user to delete.
dir-cli service update

Updates the certificate for a specified solution user, that is, collection of services. After running this
command, VECS picks up the change after 5 minutes, or you can use vecs-cli force-refresh to
force a refresh.
Option Description
--name <name> Name of the solution user to update .
--cert <cert_file> Name of the certificate to assign to the service.
dir-cli user create

Creates a regular user inside vmdir. This command can be used for human users who authenticate to
vCenter Single Sign-On with a user name and password. Use this command only during prototyping.
Option Description
--account <name> Name of the vCenter Single Sign-On user to create.
--user-password <password> Initial password for the user.
--first-name <name> First name for the user.
--last-name <name> Last name for the user.
dir-cli user modify

Deletes the specified user inside vmdir.
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Option Description
--account <name> Name of the vCenter Single Sign-On user to delete.
--password-never-expires Set this option to true if you are creating a user account for
automated tasks that have to authenticate to Platform Services
Controller, and you want to ensure that the tasks do not stop
running because of password expiration.
Use this option with care.
--password-expires Set this option to true if you want to revert the

--password-never-expires option.
dir-cli user delete

Deletes the specified user inside vmdir.
Option Description
dir-cli user find-by-name

Finds a user inside vmdir by name. The information that this command returns depends on what you
specify in the --level option.
Option Description
--level <info level 0|1|2> Returns the following information:

n Level 0 - Account and UPN
n Level 1 - level 0 info + First and last name
n Level 2 : level 0 + Account disabled flag, Account locked
flag, Password never expires flag, password expired flag
and password expiry flag.
The default level is 0.
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dir-cli group modify

Adds a user or group to an already existing group.
Option Description
--name <name> Name of the group in vmdir.
--add <user_or_group_name> Name of the user or group to add.
dir-cli group list

Lists a specified vmdir group.
Option Description
--name <name> Optional name of the group in vmdir. This option allows you to
check whether a specific group exists.
dir-cli ssogroup create

Create a group inside the local domain (vsphere.local by default).
Use this command if you want to create groups to manage user permissions for the vCenter Single Sign-
On domain. For example, if you create a group and then add it to the Administrators group of the vCenter
Single Sign-On domain, then all users that you add to that group have administrator permissions for the
domain.
It is also possible to give permissions to vCenter inventory objects to groups in the vCenter Single Sign-
On domain. See the vSphere Security documentation.
Option Description
--name <name> Name of the group in vmdir. Maximum length is 487 characters.
--description <description> Optional description for the group.
dir-cli trustedcert publish

Publishes a trusted root certificate to vmdir.
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Option Description
--cert <file> Path to certificate file.
--crl <file> This option is not supported by VMCA.
--chain Specify this option if you are publishing a chained certificate. No

option value is needed.
dir-cli trustedcert publish

Publishes a trusted root certificate to vmdir.
Option Description
--cert <file> Path to certificate file.
--crl <file> This option is not supported by VMCA.
--chain Specify this option if you are publishing a chained certificate. No

option value is needed.
dir-cli trustedcert unpublish

Unpublishes a trusted root certificate currently in vmdir. Use this command, for example, if you added a
different root certificate to vmdir that is now the root certificate for all other certificates in your
environment. Unpublishing certificates that are no longer in use is part of hardening your environment.
Option Description
--cert-file <file> Path to the certificate file to unpublish
dir-cli trustedcert list

Lists all trusted root certificates and their corresponding IDs. You need the certificate IDs to retrieve a
certificate with dir-cli trustedcert get.
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Option Description
dir-cli trustedcert get

Retrieves a trusted root certificate from vmdir and writes it to a specified file.
Option Description
--id <cert_ID> ID of the certificate to retrieve. The dir-cli trustedcert

list command shows the ID.
--outcert <path> Path to write the certificate file to.
--outcrl <path> Path to write the CRL file to. Not currently used.
dir-cli password create

Creates a random password that meets the password requirements. This command can be used by third-
party solution users.
Option Description
dir-cli password reset

Allows an administrator to reset a user's password. If you are a non-administrator user who wants to reset
a password, use dir-cli password change instead.
Option Description
--account Name of the account to assign a new password to.
--new New password for the specified user.
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dir-cli password change

Allows a user to change their password. You must be the user who owns the account to make this
change. Administrators can use dir-cli password reset to reset any password.
Option Description
--account Account name.
--current Current password of the user who owns the account.
--new New password of the user who owns the account.
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Troubleshooting Platform
Services Controller 5
The following topics provide a starting point for troubleshooting Platform Services Controller. Search this
documentation center and the VMware Knowledge Base system for additional pointers.
n Determining the Cause of a Lookup Service Error
n Unable to Log In Using Active Directory Domain Authentication
n vCenter Server Login Fails Because the User Account Is Locked
n VMware Directory Service Replication Can Take a Long Time
n Export a Platform Services Controller Support Bundle
n Platform Services Controller Service Logs Reference
Determining the Cause of a Lookup Service Error

vCenter Single Sign-On installation displays an error referring to the vCenter Server, or the vSphere
Client or vSphere Web Client.
Problem
vCenter Server and Web Client installers show the error Could not contact Lookup Service. Please
check VM_ssoreg.log....
Cause
This problem has several causes, including unsynchronized clocks on the host machines, firewall
blocking, and services that must be started.
Solution
1 Verify that the clocks on the host machines running vCenter Single Sign-On, vCenter Server, and the
Web Client are synchronized.
2 View the specific log file found in the error message.
In the message, system temporary folder refers to %TEMP%.
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3 Within the log file, search for the following messages.
The log file contains output from all installation attempts. Locate the last message that shows
Initializing registration provider...
Message Cause and solution
java.net.ConnectException: The IP address is incorrect, a firewall is blocking access to vCenter Single Sign-
Connection timed out: connect On, or vCenter Single Sign-On is overloaded.
Ensure that a firewall is not blocking the vCenter Single Sign-On port (by default
7444). Ensure also that the machine on which vCenter Single Sign-On is installed
has adequate free CPU, I/O, and RAM capacity.
java.net.ConnectException: The IP address or FQDN is incorrect and the vCenter Single Sign-On service has
Connection refused: connect not started or has started within the past minute.
Verify that vCenter Single Sign-On is working by checking the status of vCenter
Single Sign-On service (Windows) and vmware-sso daemon (Linux).
Restart the service. If restarting does not correct the problem, see the recovery
section of the vSphere Troubleshooting Guide.
Unexpected status code: 404. SSO Restart vCenter Single Sign-On. If restarting does not correct the problem, see the
Server failed during initialization Recovery section of the vSphere Troubleshooting Guide.
The error shown in the UI begins with You also see the return code SslHandshakeFailed. This error indicates that the
Could not connect to vCenter Single provided IP address or FQDN that resolves to vCenter Single Sign-On host was
Sign-On not the address used when you installed vCenter Single Sign-On.
In %TEMP%\VM_ssoreg.log, find the line that contains the following message.
host name in certificate did not match: <install-configured FQDN or IP> !
= <A> or <B> or <C> where A was the FQDN you entered during the vCenter
Single Sign-On installation, and B and C are system-generated allowable
alternatives.
Correct the configuration to use the FQDN on the right of the != sign in the log file.
In most cases, use the FQDN that you specified during vCenter Single Sign-On
installation.
If none of the alternatives are possible in your network configuration, recover your
vCenter Single Sign-On SSL configuration.
Unable to Log In Using Active Directory Domain

Authentication
You log in to a vCenter Server component from the vSphere Client or the vSphere Web Client. You use
your Active Directory user name and password. Authentication fails.
Problem
You add an Active Directory identity source to vCenter Single Sign-On, but users cannot log in to vCenter
Server.
Cause
Users use their user name and password to log in to the default domain. For all other domains, users
must include the domain name (user@domain or DOMAIN\user).
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If you are using the vCenter Server Appliance, other problems might exist.
Solution
For all vCenter Single Sign-On deployments, you can change the default identity source. After that
change, users can log in to the default identity source with user name and password only.
To configure your Integrated Windows Authentication identity source with a child domain within your
Active Directory forest, see the VMware knowledge base article at http://kb.vmware.com/kb/2070433. By
default, Integrated Windows Authentication uses the root domain of your Active Directory forest.
If you are using the vCenter Server Appliance, and changing the default identity source does not resolve
the issue, perform the following additional troubleshooting steps.
1 Synchronize the clocks between the vCenter Server Appliance and the Active Directory domain
controllers.
2 Verify that each domain controller has a pointer record (PTR) in the Active Directory domain DNS
service.
Verify that the PTR record information for the domain controller matches the DNS name of the
controller. When using the vCenter Server Appliance, run the following commands to perform the
task:
a To list the domain controllers, run the following command:
# dig SRV _ldap._tcp.my-ad.com
The relevant addresses are in the answer section, as in the following example:
;; ANSWER SECTION:
_ldap._tcp.my-ad.com. (...) my-controller.my-ad.com
...
b For each domain controller, verify forward and reverse resolution by running the following
command:
# dig my-controller.my-ad.com
;; ANSWER SECTION:
my-controller.my-ad.com (...) IN A controller IP address
...
# dig -x <controller IP address>
;; ANSWER SECTION:
IP-in-reverse.in-addr.arpa. (...) IN PTR my-controller.my-ad.com
...
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3 If that does not resolve the problem, remove the vCenter Server Appliance from the Active Directory
domain and then rejoin the domain. See the vCenter Server Appliance Configuration documentation.
4 Close all browser sessions connected to the vCenter Server Appliance and restart all services.
/bin/service-control --restart --all
vCenter Server Login Fails Because the User Account Is

Locked
When you log in to vCenter Server from the vSphere Client or vSphere Web Client login page, an error
indicates that the account is locked.
Problem
After several failed attempts, you cannot log in to the vSphere Client or vSphere Web Client using
vCenter Single Sign-On. You see the message that your account is locked.
Cause
You exceeded the maximum number of failed login attempts.
Solution
u If you attempted log in as a user from the system domain (vsphere.local by default), ask your vCenter
Single Sign-On administrator to unlock your account. If the lock is set to expire in the lockout policy,
you can wait until your account is unlocked. vCenter Single Sign-On administrators can use CLI
commands to unlock your account.
u If you log in as a user from an Active Directory or LDAP domain, ask your Active Directory or LDAP
administrator to unlock your account.
VMware Directory Service Replication Can Take a Long

Time
If your environment includes multiple Platform Services Controller instances, and if one of the Platform
Services Controller instances becomes unavailable, your environment continues to function. When the
Platform Services Controller becomes available again, user data and other information are usually
replicated within 60 seconds. In certain special circumstances, however, replication might take a long
time.
Problem
In certain situations, for example, when your environment includes multiple Platform Services Controller
instances in different locations, and you make significant changes while one Platform Services Controller
is unavailable, you do not see replication across VMware Directory Service instances right away. For
example, you do not see a new user that was added to the available Platform Services Controller
instance in the other instance until replication is complete.
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Cause
During normal operation, changes to a VMware Directory Service (vmdir) instance in one Platform
Services Controller instance (node) show up in its direct replication partner within about 60 seconds.
Depending on the replication topology, changes in one node might have to propagate through
intermediate nodes before they arrive at each vmdir instance in each node. Information that is replicated
includes user information, certificate information, license information for virtual machines that are created,
cloned, or migrated with VMware vMotion, and more.
When the replication link is broken, for example, because of a network outage or because a node
becomes unavailable, changes in the federation do not converge. After the unavailable node is restored,
each node tries to catch up with all changes. Eventually, all vmdir instances converge to a consistent
state but it might take a while to reach that consistent state if many changes occurred while one node was
unavailable.
Solution
Your environment functions normally while replication happens. Do not attempt to solve the problem
unless it persists for over an hour.
Export a Platform Services Controller Support Bundle

You can export a support bundle that contains the log files for the Platform Services Controller services.
After the export, you can explore the logs locally or send the bundle to VMware Support.
Prerequisites
Verify that the Platform Services Controller virtual appliance is successfully deployed and running.
Procedure
1 From a Web browser, connect to the Platform Services Controller management interface at https://
platform_services_controller_ip:5480.
2 Log in as the root user for the virtual appliance.
3 From the Actions menu, select Create Support Bundle.
4 Unless browser settings prevent an immediate download, the support bundle is saved to your local
machine.
Platform Services Controller Service Logs Reference

The Platform Services Controller services use syslog for logging. You can examine the log files to
determine the reasons for failures.
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Table 5-1. Service Logs

Service Description
VMware Directory Service By default, vmdir logging goes to /var/log/messages

or /var/log/vmware/vmdird/.
For issues at deployment time, /var/log/vmware/vmdir/
vmafdvmdirclient.log might also contain useful
troubleshooting data.
VMware Single Sign-On vCenter Single Sign-On logging goes to /var/log/vmware/

sso/.
VMWare Certificate Authority (VMCA) VMCA service log is located in /var/log/vmware/vmcad/

vmcad-syslog.log.
VMware Endpoint Certificate Store (VECS) VECS service log is located in /var/log/vmware/vmafdd/
vmafdd-syslog.log.
VMware Lookup Service Lookup service log is located in /var/log/vmware/sso/

lookupServer.log.
VMware, Inc. 177

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What are the different deployment types for vCenter Server and PSC?

What are the different deployment types for vCenter Server and PSC?

What are the capabilities of the PSC?

What are the capabilities of the PSC?

Platform Services

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About Platform Services Controller Administration 6

1 Getting Started with Platform Services Controller 9

2 vSphere Authentication with vCenter Single Sign-On 24

Join a SAML Service Provider to the Identity Federation 54

3 vSphere Security Certificates 74

4 Managing Services and Certificates with CLI Commands 150

5 Troubleshooting Platform Services Controller 172

Table 1-1. Platform Services Controller Administration Highlights

vSphere Client and vSphere Web Client

11 APR 2019 Initial release.

This chapter includes the following topics:

n vCenter Server and Platform Services Controller Deployment Types

n Understanding vSphere Domains, Domain Names, and Sites

n Platform Services Controller Capabilities

n Managing Platform Services Controller Services

n Managing the Platform Services Controller Appliance

vCenter Server and Platform Services Controller

vCenter Server with an Embedded Platform Services Controller

Figure 1-1. vCenter Server with an Embedded Platform Services Controller

Virtual Machine or Physical Server

n You manage fewer virtual machines or physical servers.

Platform Services Controller and vCenter Server with an External

Virtual Machine or Physical Server

Virtual Machine or Physical Server Virtual Machine or Physical Server

vCenter Server vCenter Server

n You must manage more virtual machines or physical servers.

Mixed Operating Systems Environment

Windows Virtual Machine

Virtual Machine or Physical Server Virtual Machine

vCenter Server on Windows vCenter Server Appliance

Virtual Machine or Physical Server Virtual Machine

vCenter Server on Windows vCenter Server Appliance

Deployment Topologies with External Platform Services

Platform Services Controller with a Load Balancer

Virtual Machine or Virtual Machine or

Platform Services Platform Services

Virtual Machine or Virtual Machine or

vCenter Server vCenter Server

Platform Services Controller with Load Balancers Across vCenter

Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or

Platform Services Platform Services Platform Services Platform Services

Load Balancer Load Balancer

Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or

vCenter Server vCenter Server vCenter Server vCenter Server

Platform Services Controller with No Load Balancer

Virtual Machine or Virtual Machine or

Platform Services Platform Services

Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or

vCenter Server vCenter Server vCenter Server vCenter Server

Platform Services Controller with No Load Balancer Across

Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or

Platform Services Platform Services Platform Services Platform Services

Virtual Machine or Virtual Machine or Virtual Machine or Virtual Machine or