Starbucks kills its AI inventory tool, Radar hits a billion-dollar valuation, Ross Stores posts the highest comp in its history, and I make a bold prediction about the next retail gold rush, all in this week's Fast Five with guest host Laura Kennedy.

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Today's Fast Five Fri, 29 May 2026
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Hello Omni Talk Fans! This week's Fast Five is one of those episodes where the headlines do the heavy lifting, and, fortunately enough, my guest host and I were there to spot each other.

Retail strategist, Laura Kennedy, fresh off the LEAD conference in New York City last week, got behind the microphone with me to discuss where and how AI will and will not work in retail stores.  

This week's headlines highlight where the watchouts may be, what retail verticals stand to feel AI's impact first, and also which psychological factors may determine where we shop more than any technology ever could.

Here's a taste of the headlines Laura and I dug into:

  • Starbucks kills its AI inventory tool: Nine months. 11,000 stores. And a system that couldn't tell one milk from another. Laura and I break down why this stumble is a warning about what happens when you deploy tech that depends on employee consistency in a high-turnover environment.
  • Radar hits unicorn status: Yes, I'm eating crow. I told Spencer Hewett to his face that I didn't think he'd ever roll out to all Old Navy stores. He bet me a beer. He's coming on next week to collect. The $170M Series B and $1B+ valuation say everything about where the smart money thinks physical retail tech is actually going.
  • Google's biggest search overhaul in 25 years: AI mode at 1 billion users, always-on background agents, and shopping features that could reshape how your brand gets found. Laura and I went deep on who actually has the right to win in agentic commerce . . . and the answer might surprise you.
  • Klarna inside ChatGPT: 100 million products, real-time pricing, and a payments moat that might matter more than anyone is talking about. I came in quite intrigued and then Laura got me rethinking my position.
  • Ross Stores posts a 17% same-store sales comp: The highest in company history. These aren't easy comparables either. And I've got a prediction. Off-price isn't the only winner here. A national branded resale chain is coming, as the conditions have never been better for it.

There's all that, plus summer travel destination tips, the Indy 500, and Laura's shocking revelations about Jurassic Park.

Listen to This Week’s Fast Five Podcast

Be careful out there,

-- Chris and the entire Omni Talk team

P.S. I'm reading a book about anti-gravity.

It's impossible to put down.

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Editor: Chris Walton 

Chris Walton a leading expert and influencer in omnichannel retailing. Connect with Chris on Linkedin.

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