I Asked ChatGPT 500 Questions. Here Are the Ads I Saw Most Often | WIRED

I Asked ChatGPT 500 Questions. Here Are the Ads I Saw Most Often | WIRED

Wired - AI 9 min read

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Ads are rolling out across the US on ChatGPT’s free tier. I asked OpenAI's bot 500 questions to see what these ads were like and how they related to my prompts.

Save StorySave this storySave StorySave this storyOpenAI is starting to stuff the free version of ChatGPT with ads. So, I spent this week asking ChatGPT 500 questions on the mobile app to get a sense of how these new ads look as they roll out to more users in the US. My questions were loosely based on how OpenAI says people use its generative AI tool, like for seeking information or requesting practical guidance.In my rough tests, the ChatGPT ads felt quite frequent. About one out of every five questions in a new conversation thread triggered an ad at the bottom of the chatbot’s output. These ads always included a website link as a button and were tailored to the general topic of my question. As OpenAI continues to experiment with ads in ChatGPT, the formatting and the frequency of these ads may change.“Because ChatGPT is a trusted and personal environment for many people, we’re intentionally rolling ads out slowly,” an OpenAI spokesperson tells WIRED. “Starting with a limited number of advertisers and formats while we iterate based on what we learn.” OpenAI claims the decision to roll out ads now is not tied to any rumored IPO later this year, but rather part of a long-term strategy to keep ChatGPT broadly accessible.The ChatGPT ads felt recurrent in my early experiences, but the range of topics covered was extensive and always tailored to my most recent prompt. I saw an ad for Uber that read “Your Schedule, Your Earnings” when I asked about the gig economy. OpenAI gave m...

Originally published on March 27, 2026. Curated by AI News.

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