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Workgrounds ads in ChatGPT

In our capture of logged-out ChatGPT, 30 ads from Workgrounds appeared on screen (all text ads), in 4 distinct ad copies across 2 industries and 10 topics. Each one appeared after our follow-up message asking for a sponsored ad.

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

ads shown
30
distinct ad copies
4
industries
2
topics
10

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 Workgrounds advertised, not how often ChatGPT shows its ads.

Ad copies

Workgrounds 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

  • Workgrounds, Inc.Sponsored

    Get hotel bids overnight

    Text ad · shown 19 times

    Questions it appeared after

    1. “dc hotels”Hotels by City · Oct 3, 9:40 pm ET
    2. “my company is sending 12 of our top sales reps to an all inclusive as a reward trip, which resorts work well for small corporate groups?”All-Inclusive Resorts · Oct 3, 11:15 pm ET
    3. “does booking.com add taxes and city fees at the end or are they included in the price shown”Hotel Booking Sites · Oct 3, 11:29 pm ET
    4. “google hotels”Hotel Booking Sites · Oct 3, 11:29 pm ET
    5. “we're celebrating my husband's 60th in charleston and want a boutique hotel with a courtyard and great service, which ones stand out?”Boutique Hotels · Oct 3, 11:48 pm ET

    +14 more conversations with this ad copy

  • Workgrounds, Inc.Sponsored

    Source room blocks in ChatGPT

    Text ad · shown 8 times

    Questions it appeared after

    1. “headed to denver for a week of work in the tech center but want to be near good restaurants at night, should i stay downtown or near the office?”Hotels by City · Oct 3, 9:24 pm ET
    2. “best neighborhood to stay in boston”Hotels by City · Oct 3, 9:30 pm ET
    3. “how to pick a safe neighborhood for a hotel”Hotels by City · Oct 3, 10:19 pm ET
    4. “hotels in boston”Hotels by City · Oct 3, 10:32 pm ET

    +4 more conversations with this ad copy

  • Workgrounds, Inc.Sponsored

    Free to source hotel room blocks

    Text ad · shown 2 times

    Questions it appeared after

    1. “I need a vacation rental in destin for my parents' 50th anniversary with the whole adult family of 14, which sites handle big houses best?”Vacation Rentals · Oct 3, 11:09 pm ET
    2. “how to split a vacation rental fairly when some couples get bigger rooms than others”Group Travel · Oct 4, 5:20 am ET
  • Workgrounds, Inc.Sponsored

    Stop emailing hotels

    Text ad · shown 1 time

    Questions it appeared after

    1. “best travel booking and expense platform for a consulting firm with consultants on the road four days a week”Expense Management · Oct 3, 11:07 pm ET
Where it showed

Where Workgrounds 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

Same topics

Brands in the same topics

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

18 brands

Expedia1,840 ads shown9 shared topicsSuper.com220 ads shown9 shared topicsJotform3,005 ads shown7 shared topicsVisit St Pete's-Clearwater 2026145 ads shown6 shared topicsWyndham Business48 ads shown4 shared topicsOpal Collection33 ads shown6 shared topicstrip117 ads shown3 shared topicsRedWeek43 ads shown4 shared topicsFlairova15 ads shown6 shared topicsJSX82 ads shown5 shared topicsDelta Vacations52 ads shown5 shared topicsVistaPrint US1,702 ads shown3 shared topicsHotel Chelsea11 ads shown1 shared topicGroupon576 ads shown2 shared topicsAllianz373 ads shown4 shared topicsInspirato50 ads shown4 shared topicsNorse Adventures49 ads shown3 shared topicsVogo24 ads shown5 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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