Live Shopping Is Finally Here: Why Whatnot's CPO Says 2026 Is 2005 All Over Again

Live Shopping Is Finally Here: Why Whatnot's CPO Says 2026 Is 2005 All Over Again

Whatnot's Tom Verrilli says live shopping could reach 15 to 20% of US retail, a trillion-dollar industry. Here's why he says today is 2005 for live commerce.

Recorded live at RetailClub AI Festival. Ricardo Belmar and Casey Golden have predicted live shopping would break out in North America every year since The Retail Razor Show started. Whatnot is the first company to make it happen at scale: more than $8 billion in sales last year, beaten in the first half of this year.

Tom Verrilli, Whatnot's Chief Product Officer, explains where AI fits in live commerce, from AI personalization to taking the grind out of selling. He covers why live shopping gets double the discovery signal of a traditional website, and why recommendations have to run in real time. He walks through AI personalization built on who you like to buy from, why 80% of US retail still happens in stores, and what that means for live shopping. Casey also asks why he calls static product pages "legacy" e-commerce. If AI personalization and live shopping are on your 2027 roadmap, this one's for you.

This is the one of eight episodes recorded live at RetailClub, coming to all four shows on the Retail Razor Podcast Network.

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_Stay sharp. Stay human. Stay ahead!_

🤖 *Join Us at Retail Agent Con:*
*Retail Agent Con - November 17, 2026*
Explore how AI agents fit into retail work at Retail Agent Con, a live virtual event on November 17, 2026, from 11 a.m. to 3 p.m. Eastern, produced by IHL Group with ClearSight AI.

Join retail leaders like Glenn Allison of Tractor Supply, Scott Saeger of David’s Bridal and Justin Emig of Artisan Lane Furniture, Dr. Janet Sherlock on the organizational changes required for agents and humans to work together, analysts like Greg Buzek and Jerry Sheldon of IHL Group and Retail Razor’s Ricardo Belmar, for practical conversations about agents in merchandising, order management, inventory control, store systems, and more.
Retailers attend free, sponsorships and individual tickets are available as well.

Learn more at www.retailagentcon.com.

*Retail Razor Show S6:E14*
*Released on October 27, 2026*

*Guest info*
*Tom Verrilli*. https://www.linkedin.com/in/tom-robertson-042/
_Chief Product Officer,_ *Whatnot.* https://www.whatnot.com

Tom Verrilli is the Chief Product Officer at Whatnot, where he leads Product, Design and Growth for the largest livestream shopping platform across North America, the UK, and Europe. His teams build tools that help sellers of all products and sizes launch, grow, and scale businesses while delivering engaging, discovery-driven experiences for buyers. Before joining Whatnot, Tom was Chief Product Officer at Twitch, where he led Product, Engineering, and Applied Science across all consumer products. He has also held senior product leadership roles at Twitter, bringing deep experience building global, creator-driven platforms. A proud native of Sydney, Australia, Tom now lives in San Francisco.

*Chapters*
00:00 A Trillion-Dollar Prediction: Is Live Shopping Finally Here?
00:48 Live Shopping's $8 Billion Breakout Year
04:52 Meet the Chief Product Officer Behind Whatnot's Rise
05:45 AI's Role in the Future of Live Commerce
07:27 Is Traditional E-Commerce Already 'Legacy'?
09:35 How AI Is Rewriting the Rules of Shopping Discovery
11:51 Why Shoppers Buy on Impulse (And Keep Coming Back)
13:09 The Real Secret to Personalization: Who You Buy From
15:31 Why Today Is 2005 All Over Again for Live Shopping
19:15 Final Thoughts: Stay Sharp, Stay Human, Stay Ahead

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retail podcast, retail strategy, AI in Retail, retail technology, retail business,