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RedWeek ads in ChatGPT

In our capture of logged-out ChatGPT, 43 ads from RedWeek appeared on screen (all text ads), in 5 distinct ad copies across 2 industries and 12 topics. Each one appeared after our follow-up message asking for a sponsored ad.

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

ads shown
43
distinct ad copies
5
industries
2
topics
12

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 RedWeek advertised, not how often ChatGPT shows its ads.

Ad copies

RedWeek 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.

5 ad copies

  • RedWeek, Inc.Sponsored

    More Than a Hotel Room

    Text ad · shown 26 times

    Questions it appeared after

    1. “airbnb vs vacasa for a ski condo in breckenridge, which handles problems faster”Vacation Rentals · Oct 4, 3:21 am ET
    2. “is a swim up suite worth it”All-Inclusive Resorts · Oct 4, 3:39 am ET
    3. “how to decide between booking one big house or a hotel for a group of 14 for a weekend in austin”Group Travel · Oct 4, 4:25 am ET

    +23 more conversations with this ad copy

  • RedWeek, Inc.Sponsored

    Aruba Ocean Club Rentals

    Text ad · shown 8 times

    Our export holds no question text for these conversations.

  • RedWeek, Inc.Sponsored

    Rent Marriott Villas From Owners

    Text ad · shown 5 times

    Questions it appeared after

    1. “hawaii resort fees list”Hawaii Trips · Oct 4, 3:40 am ET
    2. “cheap cabo resorts under $300”Mexico Resorts · Oct 4, 4:12 am ET
    3. “is the kiawah ocean course worth it”Golf Trips · Oct 4, 11:21 am ET

    +2 more conversations with this ad copy

  • RedWeek, Inc.Sponsored

    Marriott Villas With Full Kitchens

    Text ad · shown 3 times

    Questions it appeared after

    1. “is a villa worth it in st john or should we stay at a resort for our first visit”Caribbean Trips · Oct 4, 4:05 am ET

    +2 more conversations with this ad copy

  • RedWeek, Inc.Sponsored

    The Safest Place to Rent or Sell Timeshares

    Text ad · shown 1 time

    Questions it appeared after

    1. “I'm thinking about buying a resale week at a beach resort on hilton head, how do I avoid overpaying?”Timeshares & Vacation Clubs · Oct 4, 11:12 am ET
Where it showed

Where RedWeek 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.

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