This Week in Startups

What’s REALLY going on with those “ads” in ChatGPT | E2220

77 snips
Dec 9, 2025
Lon Harris, the Editorial Director and media industry commentator, joins to unpack the viral screenshot of a supposed Target ad in ChatGPT. They clarify it was an integration, not a live ad test, and ponder the implications for OpenAI's approach to advertising. The discussion touches on whether OpenAI is waiting for competitors to make their move first. Other hot topics include Netflix's bidding strategies in the streaming wars and a deep dive into Apple's TV project, 'Pluribus.' Expect insights on the future of AI monetization and content strategy.
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ANECDOTE

Initial Theory: Chrome Extension Caused Confusion

  • Jason hypothesized a Chrome extension inserted the Target-looking module and conflated it with OpenAI ads.
  • Alex later showed it was a Target integration headline and OpenAI partnership, not a hacked ad.
INSIGHT

Target Module Was A Partnership, Not Ad Test

  • The Target module in ChatGPT was a partnership integration, not a live ad test, but it looked like an ad and caused backlash.
  • OpenAI paused the suggestion while improving model precision and UX to avoid ad-like experiences.
INSIGHT

No One Owned The Promotion Experience

  • Jason argues OpenAI lacks a clear owner for how promotions appear in-product, which caused this sloppy rollout.
  • He believes they need a partnerships coordinator to shepherd integrations and ad-like experiences.
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