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August 26, 2025 31 mins

What happens when more than half of online shopping traffic comes from AI agents, not humans?

In this episode of the Retailgentic Podcast, Scot Wingo sits down with Alex Rampell, General Partner at Andreessen Horowitz, to unpack the seismic shift happening at the intersection of AI, commerce, and payments.

We cover:

  • Is Google really screwed? (and why AI threatens its business model)
  • The future of agentic commerce & attribution wars
  • Lessons from TrialPay, Affirm, and affiliate marketing
  • How platforms like ChatGPT could become checkout destinations
  • Why “optimization” may be the killer feature of AI shopping agents

If you’re in e-commerce, retail, fintech, or just want to know how AI will change the way we buy and sell, this is a must-listen.

⏱️ Time Stamps
04:45 – Alex’s early days: shareware & credit card processing

06:26 – TrialPay, affiliates & the Netflix-for-shareware idea

08:45 – Founding Affirm & moving into venture at a16z

09:55 – The “apps practice” and where value accrues (infra vs. apps)

10:57 – “Is Google Screwed?” background & themes

13:02 – Commerce attribution & affiliate marketing evolution

15:04 – Impulse vs. highly considered purchases in AI era

18:27 – Optimization: why AI wins on time vs. money tradeoff

21:00 – Reviews, shill content, and trust problems

23:50 – Hosted checkout: could ChatGPT become a marketplace?

26:14 – Will Apple jump into AI commerce?

28:35 – Coupon codes, group buying, and negotiation by agents

30:04 – How commerce could be “rewired” by AI platforms

31:25 – Closing thoughts & what’s next


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