
Alexa Ads, AI Shoppers, and the Cost of a Declined Sale
Welcome to another edition of Retail Roundup, your weekly brief helping retail leaders decode the biggest shifts in retail, AI, and commerce. This week, Jeremy Goldman is joined by Sam White (LiveRamp) and Diana Leza Sheehan (PDG Insights) to talk about how AI is changing the way brands reach and understand shoppers. After the break, Ricardo Belmar sits down with Bank of America to discuss why real retail transformation connects the checkout experience with the way a business manages its cash. INSIDE THE EPISODE: Ads move into the AI conversation Amazon now lets shoppers text Alexa to find products and place orders, with sponsored products built into its replies. Because Amazon already knows what households buy, watch, and read, it starts with an advantage other AI shopping tools are still building. For shoppers to change their habits, though, AI shopping has to feel effortless. Retail data meets the TV screen Criteo is bringing its Performance CTV offering to Brazil and Mexico by the end of 2026, using shopping signals to target connected TV audiences. Pairing purchase intent with high-reach TV could turn streaming into a performance channel, as long as brands can prove the sales are truly incremental. Can synthetic shoppers stand in for real ones? U.S. Bank uses AI-generated personas to speed up campaign testing, cutting research time on some questions by about half. Synthetic personas work well for testing predictable attributes, but they’re built on past behavior, so they struggle with new ideas, younger shoppers, and groups underrepresented in traditional research panels. Also in the episode: the backlash over Skims’ $148 advent calendar, which has since led the brand to offer refunds or store credit to dissatisfied customers, and why malls are busier than the headlines suggest. After the break: When a good payment gets wrongly declined, the cost doesn’t stop at the lost sale. It can mean more customer service calls, frustrated shoppers, and lost loyalty. Mel and Andrea explain why checkout and finance teams need to plan together, why seeing cash as it comes in helps retailers make faster decisions, and what to expect from a true partner. Listen above to hear why understanding the customer, from the first AI conversation to the final payment, depends on connected data.













