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Inspirato ads in ChatGPT

In our capture of logged-out ChatGPT, 50 ads from Inspirato appeared on screen (all text ads), in 4 distinct ad copies across 4 industries and 19 topics. Each one appeared after our follow-up message asking for a sponsored ad.

inspirato.comLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

ads shown
50
distinct ad copies
4
industries
4
topics
19

Logged-out ChatGPT from US connections, Oct 3⁠–⁠4, 2026. Each ad came after our follow-up message asking for a sponsored ad, so the counts show where Inspirato advertised, not how often ChatGPT shows its ads.

Ad copies

Inspirato ad copies, most shown first

Each distinct ad copy in our capture, most shown first: the headline of a text ad, or the product and price of a shopping ad. Under each, up to five questions asked in conversations where it appeared, as we asked them; in every one, the ad appeared after our follow-up message asking for a sponsored ad.

4 ad copies

  • InspiratoSponsored

    Discover a Better Way to Vacation

    Text ad · shown 39 times

    Questions it appeared after

    1. “how much is a lake house for a week”Vacation Rentals · Oct 3, 10:58 pm ET
    2. “my husband and I want a couples-only resort in jamaica that's quiet and classy, not party focused, which one is best?”Couples Trips · Oct 4, 1:11 am ET
    3. “we're in our 50s and getting married for the second time, what's a sophisticated honeymoon that isn't all about beaches?”Honeymoon & Anniversary Trips · Oct 4, 1:31 am ET
    4. “how do I choose a vacation rental that's truly dog friendly and has a fenced yard”Pet-Friendly Travel · Oct 4, 5:37 am ET
    5. “kiawah island golf”Golf Trips · Oct 4, 11:24 am ET

    +34 more conversations with this ad copy

  • InspiratoSponsored

    Plan Less. Travel More.

    Text ad · shown 9 times

    Questions it appeared after

    1. “I'm planning a girls trip to palm springs in february for six of us and want a boutique hotel we could almost take over, ideas?”Boutique Hotels · Oct 3, 11:18 pm ET
    2. “what to ask before booking an overwater villa”Luxury Hotels & Resorts · Oct 4, 11:18 am ET

    +7 more conversations with this ad copy

  • InspiratoSponsored

    A Smarter Way to Travel Well

    Text ad · shown 1 time

    Our export holds no question text for this conversation.

  • InspiratoSponsored

    The Luxury of Consistency

    Text ad · shown 1 time

    Our export holds no question text for this conversation.

Where it showed

Where Inspirato ads appeared

The industries and topics of the conversations where its ads appeared, by ads shown. Topics are our own labels for the questions we wrote.

Industries

Topics

and 7 more topics, 7 ads in all

Same topics

Brands in the same topics

Other advertisers whose ads appeared in conversations on the topics where Inspirato’s did, ranked by how much those topics overlap. Each tile opens its page.

18 brands

Expedia1,840 ads shown18 shared topicsJotform3,005 ads shown14 shared topicsSuper.com220 ads shown13 shared topicsRedWeek43 ads shown9 shared topicsAllianz373 ads shown14 shared topicsVisit St Pete's-Clearwater 2026145 ads shown10 shared topicsOpal Collection33 ads shown8 shared topicsDelta Vacations52 ads shown10 shared topicsExoticca Travel US56 ads shown7 shared topicsCarnival Cruise Line51 ads shown6 shared topicsnathab.com37 ads shown7 shared topicsGroupon576 ads shown7 shared topicskoa.com103 ads shown5 shared topicsViking93 ads shown5 shared topicsRoyal Caribbean Cruises49 ads shown7 shared topicsG Adventures44 ads shown8 shared topicsNorse Adventures49 ads shown6 shared topicsGrand Geneva Resort45 ads shown4 shared topics
Method

How this data was captured

What we ran, what counts as a shown ad, and what these numbers cannot tell you.

We used logged-out ChatGPT from US internet connections and started a new conversation for every question. Message 1 was the question. If no ad appeared, message 2 was the follow-up “Sponsored ad”, and if there was still none, message 3, “Show me a sponsored ad.”, was a last try. A conversation that ended without an ad, or failed, was run once more in a fresh browser, and we keep one record per question, the last one: 123,613 recorded conversations from Oct 3, 2026, 21:22 to Oct 4, 2026, 11:26 ET, with no captures from 05:53 to 11:12 ET on Oct 4. Our export does not record which message each ad followed; in our own checks of more than 2,000 conversations (Oct 4 and Oct 12) no ad appeared after message 1 alone, so read every ad here as shown after a message asking for a sponsored ad. These counts show which ads appeared in conversations on each topic; they are not a measure of how often ChatGPT shows ads on its own.

Only ads drawn on screen count as shown. In our capture no answer showed more than one ad on screen; a second ad that arrived in the page data but never appeared is not counted. Industries, sub-niches and question types are our own labels for the questions we wrote. Independent; not affiliated with OpenAI. Full methodWhy this is not an ad rateWhat the ads looked like

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