About
Drew is a commerce executive with a background in fundraising, building, commercializing…
Articles by Drew
Contributions
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You’re feeling stuck in your career. How can you gain the confidence to make a change?
Hire a coach. This helped me immensely. It's so important - in general, not just when you're stuck - to have an outside, unbiased view or voice that can help you think through the what needs to come next, and get you back on track.
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How can you build a coalition of supporters for a transformational change initiative?
One important thing I learned about change is that it's not just top-down. Sure, you need senior leadership buy-in and validation to move many large-scale innovation projects forward, but you also need the support of the teams who will actually be engaging with the innovation. The multi-pronged approach to innovation therefore starts top-down and bottom-up. Your allies in this are not just people who share your vision, but the detractors as well. If you can win over your detractors (at both the top and the bottom), it will make this whole process a lot easier.
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How can you make innovation a core value of your organization?
One of the best ways to communicate and action off innovation is to break down the strategy into stepped changes. Walmart does this really well. By recognizing that large-scale transformations are often met with rejection, they break innovation into multi-year progress, with each new step contributing to the broader strategy but doing so in smaller chunks. The bigger picture doesn't necessarily need to be signalled to the market or internal teams from the outset, but by continuously building off the last innovation, your teams begin to move towards the new model. This also allows you to test the hypothesis as you build instead of launching a full-scaled innovation without market validation.
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How can you build strategic partnerships with startups and innovators?
Building strategic partnerships with startups and innovators requires a nuanced balance between extracting thought leadership while offering value in return - I've personally wrestled with this a lot. Startups often have a narrow view of innovation while enterprise brands - with access to many startups in similar fields - can typically form a more macro view. But that macro view is informed by many conversations across a breadth of startups. And those startups ultimately have bills to pay. Establishing clear expectations in the start of this type of relationship and ensuring both parties are flexible to the type of engagement will ensure much more positive outcomes.
Activity
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Yesterday we opened our first Wonder location in Staten Island—our 35th and final opening of the year. What makes this opening extra special for me…
Yesterday we opened our first Wonder location in Staten Island—our 35th and final opening of the year. What makes this opening extra special for me…
Liked by Drew Cashmore
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JOB ALERT! Programmatic Campaign Managers based in Ontario- I'm looking for 3-4 people at a variety of levels for a client (1-2 years to 4+ years…
JOB ALERT! Programmatic Campaign Managers based in Ontario- I'm looking for 3-4 people at a variety of levels for a client (1-2 years to 4+ years…
Liked by Drew Cashmore
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Excellent predictions in Path to Purchase Institute's 2025 Retail Predictions including yours truly (albeit not as good as Jon Flugstad's…
Excellent predictions in Path to Purchase Institute's 2025 Retail Predictions including yours truly (albeit not as good as Jon Flugstad's…
Shared by Drew Cashmore
Experience
Education
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University of Toronto
Activities and Societies: Marketing Director for Business Mentorship and Life Guidance Program at UofT
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Volunteer Experience
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Board of Directors
Retail Advertising & Marketing Canada
- 1 year 6 months
Science and Technology
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Mentor
Jolt at MARS
- 2 years 1 month
Science and Technology
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Digital Committee Member
Associate of Canadian Advertisers (ACA)
- 6 months
Science and Technology
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Advisory Board
iMedia Conference
- 7 months
Science and Technology
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Advisory Board
NextMedia Conference
- 3 months
Science and Technology
Publications
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Digital Marketing Confidential with Walmart Canada’s Drew Cashmore: re-writing the rules of (customer) engagement
Fresh Gigs
Check out this short interview I did for the Canadian Internet Marketing Conference (CIMC), and FreshGigs.ca in Squamish, B.C.
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Better Understand The Sales Funnel – Drew Cashmore in the AOL Conversation Studio
AOL Canada
It was an exciting year in media with a shift to a more data driven conversation with consumers. Check out my brief interview at DX3 – 2014 about predictive intelligence and audience buying (originally posted on The Huffington Post).
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Top 30 Under 30 - Drew Cashmore
Marketing Magazine
Recognized as one of Canada's top 30 under 30 marketers!
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WalMart Canada’s ‘One Thing’ Helps to Understand Customer Searches
eTail Canada
Below is a short interview I did with eTail 2013.
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