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April 10, 2025 53 mins

S5:E1 Unleashing Retail Media's Potential: A Conversation with Drew Cashmore


Welcome to Season 5 of the Retail Razor Show! In our premiere episode, hosts Ricardo Belmar and Casey Golden dive deep into retail media with special guest Drew Cashmore, Chief Strategy Officer at Vantage and a pioneer in the retail media space, with a background scaling Walmart Connect to a $2 billion business. Drew shares his insights on the evolution of retail media, the driving forces behind its rapid growth, and the challenges retailers face in scaling their media networks. Drew also discusses the importance of workflow automation, the use of first-party data, and the balance between digital and in-store media. We highlight the necessity for retailers to invest in their media capabilities to stay competitive and speculate on the future direction of retail media. We also touch on the complexities of managing multiple media platforms and the potential for consolidation within the industry. 


Packed with valuable insights, don't miss out on this must-listen episode for product junkies, commerce technologists, retail leaders, and everyone in retail tech! Plus, learn about the Retail Razor Podcast Network's exciting new shows!


About Drew Cashmore:

Drew is a retail media strategist and thought leader with a background in building, commercializing and scaling new business models in the retail sector across the globe. Heading up strategy for Vantage - the platform that powers self-serve and managed-service for The Home Depot among other retailers - Drew is helping to architect the next generation of unified retail media technologies. He was an original architect of and former executive at Walmart Connect in the U.S. and Canada, helping to scale the retail media business to $2BN and beyond. In addition, Drew was a founding member of Walmart eCommerce and the CMO of SoftBank-backed Live Shopping platform, Firework.


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00:00 Show Intro

07:38 Unleashing Retail Media's Potential: A Conversation with Drew Cashmore

08:43 Drew's Background in Retail Media

10:28 The Evolution and Challenges of Retail Media

14:18 ROI and Measurement in Retail Media

18:34 The Future of Retail Media

26:41 First-Party Data and Consumer Privacy

34:47 In-Store Media and Workflow Automation

47:21 Retail Media is a Different Business Model

50:06 Conclusion and Final Thoughts

51:05 Show Close


Meet your hosts, helping you cut through the clutter in retail & retail tech:


Ricardo Belmar is an NRF Top Retail Voices for 2025 and a RETHINK Retail Top Retail Expert from 2021 – 2024. Thinkers 360has named him a Top 10 Retail Thought Leader, Top 50 Management Thought Leader, Top 100 Digital Transformation Thought Leader, and a Top Digital Voice for 2024. He is an advisory council member at George Mason University’s Center for Retail Transformation, and is the director partner marketing for retail & consumer goods at Microsoft.



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