The Voice of Retail

Tara Conway, Co-Founder of Commerce Rewired, on Retail AI, Workforce Evolution & Breaking Legacy Thinking


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In this episode of The Voice of Retail, Michael LeBlanc sits down with Tara Conway, retail strategist and co-founder of Commerce Rewired, for a wide-ranging discussion on AI in retail, digital transformation, customer experience innovation and leadership in an era of disruption.

Tara’s retail career spans decades — from growing up in a family general store to senior leadership roles at Blacks Photography, Toys “R” Us Canada and The Source. She shares behind-the-scenes insights from launching Toys “R” Us Canada’s first e-commerce site — a testing ground for global digital strategy — and implementing early clienteling technology that connected store associates with online product data, fundamentally reshaping the omnichannel experience for new parents at Babies “R” Us.

The conversation turns to artificial intelligence in retail. Tara identifies inventory optimization, assortment planning and data-driven merchandising as the most impactful AI use cases today. With thousands of SKUs across hundreds of stores, AI enables retailers to interpret complex patterns in seasonality, demand forecasting and aged inventory — decisions that humans alone struggle to process at scale.

On the customer-facing side, Tara discusses the evolution of chatbots into intelligent AI assistants capable of handling low-touch service inquiries such as order tracking and product availability. Rather than replacing employees, she argues that AI should enhance workforce productivity by eliminating repetitive tasks and enabling leaders to focus on higher-value decision-making.

The episode also explores the risks of retail media networks. Tara warns that retail media can quickly become a friction point if revenue generation outweighs customer experience. Success, she argues, depends on intent: using data and messaging to improve the shopper journey, not overwhelm it.

Michael and Tara debate why smaller and mid-sized retailers often outpace large chains in digital agility. Without legacy systems and bureaucratic layers, emerging brands can implement rapid test-and-learn strategies that drive innovation visible to consumers. For larger retailers, shedding outdated processes and shortening decision cycles will be critical to remaining competitive.

The episode closes with Tara introducing Commerce Rewired, a new media platform focused on bold debate, data-driven insights and candid conversations about the future of commerce.

For retailers navigating AI adoption, workforce transformation, omnichannel strategy and digital innovation, this episode delivers both strategic clarity and practical perspective.

Michael LeBlanc is the president and founder of M.E. LeBlanc & Company Inc, a senior retail advisor, keynote speaker and now, media entrepreneur.  He has been on the front lines of retail industry change for his entire career. 

Michael has delivered keynotes, hosted fire-side discussions and participated worldwide in thought leadership panels, most recently on the main stage in Toronto at Retail Council of Canada’s Retail Marketing conference with leaders from Walmart & Google.  He brings 25+ years of brand/retail/marketing & eCommerce leadership experience with Levi's, Black & Decker, Hudson's Bay, CanWest Media, Pandora Jewellery, The Shopping Channel and Retail Council of Canada to his advisory, speaking and media practice.

Michael produces and hosts a network of leading retail trade podcasts, including the award-winning No.1 independent retail industry podcast in America, Remarkable Retail with his partner, Dallas-based best-selling author Steve Dennis; Canada's top retail industry podcast The Voice of Retail and Canada's top food industry and one of the top Canadian-produced management independent podcasts in the country, The Food Professor with Dr. Sylvain Charlebois from Dalhousie University in Halifax.

Rethink Retail has recognized Michael as one of the top global retail experts for the fifth year in a row, the National Retail Federation has designated Michael as on their Top Retail Voices for 2025, Thinkers 360 has named him on of the Top 50 global thought leaders in retail, RTIH has named him a top 100 global though leader in retail technology and Coresight Research has named Michael a Retail AI Influencer.  If you are a BBQ fan, you can tune into Michael’s cooking show, Last Request BBQ, on YouTube, Instagram, X and yes, TikTok.

Michael is available for keynote presentations helping retailers, brands and retail industry insiders explaining the current state and future of the retail industry in North America and around the world. 

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The Voice of RetailBy Michael LeBlanc

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