ChatGPT’s emerging ad ecosystem is gaining momentum, according to new monitoring from AI ad intelligence firm Adthena — with more brands appearing, clearer trigger patterns, and evolving ad placements.

What’s happening. After initially identifying the first advertisers inside ChatGPT last week, Adthena now reports a noticeable ramp-up in advertiser participation and ad delivery behavior.

CharGPT AdsCharGPT Ads

Advertisers spotted so far:

  • Best Buy
  • AT&T
  • Pottery Barn
  • Enterprise
  • Qualcomm
  • Expedia

How ads are triggering. Based on a sample of 1,500+ prompts analyzed over the past week:

  • Most ads appear on the first prompt.
  • Some only trigger on the third or fourth repetition of the same query.
  • High-intent modifiers like “best” and “new” appear to carry significant weight.

Example prompts include:

  • “I am going to buy a new phone. What is the best phone?”
  • “I need a new phone.”
  • “I need to buy a new desk, what’s best?”

Between the lines. The keyword triggers appear relatively simple — focused on strong commercial intent rather than nuanced emotional language. In one notable example, Best Buy secured two ad placements in a single response for iPhone-related queries, signaling early experimentation with positioning and share of voice.

Why we care. As ChatGPT advertising scales, understanding trigger behavior — even at a basic keyword level — will be critical for brands testing this new channel.

The bottom line. ChatGPT ads are moving from pilot to pattern. The signals may be simple for now — but the competitive dynamics are already taking shape.

Spotted. The results of the competing ChatGPT ads were shares by Adthena CMO Ashley Fletcher who shared screenshots on LinkedIn.


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Anu AdegbolaAnu Adegbola

Anu Adegbola has been Paid Media Editor of Search Engine Land since 2024. She covers paid search, paid social, retail media, video and more.

In 2008, Anu started her career delivering digital marketing campaigns (mostly but not exclusively Paid Search) by building strategies, maximising ROI, automating repetitive processes and bringing efficiency from every part of marketing departments through inspiring leadership both on agency, client and marketing tech side. Outside editing Search Engine Land article she is the founder of PPC networking event – PPC Live and host of weekly podcast PPC Live The Podcast.

She is also an international speaker with some of the stages she has presented on being SMX (US, UK, Munich, Berlin), Friends of Search (Amsterdam, NL), brightonSEO, The Marketing Meetup, HeroConf (PPC…


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Last Update: February 26, 2026