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Roamly Insurance Group ads in ChatGPT

In our capture of logged-out ChatGPT, 23 ads from Roamly Insurance Group appeared on screen (all text ads), in 7 distinct ad copies across 4 industries and 7 topics. Each one appeared after our follow-up message asking for a sponsored ad.

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

ads shown
23
distinct ad copies
7
industries
4
topics
7

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 Roamly Insurance Group advertised, not how often ChatGPT shows its ads.

Ad copies

Roamly Insurance Group 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.

7 ad copies

  • Roamly Insurance Group, Inc.Sponsored

    Roamly - We Fixed RV Insurance

    Text ad · shown 9 times

    Questions it appeared after

    1. “is rv gap insurance worth it”RV Insurance · Oct 3, 11:15 pm ET
    2. “best insurance for a fifth wheel”RV Insurance · Oct 3, 11:20 pm ET

    +7 more conversations with this ad copy

  • Roamly Insurance Group, Inc.Sponsored

    Insure RV, Boat and Toys Together

    Text ad · shown 6 times

    Questions it appeared after

    1. “wake boat insurance cost per year”Boat Insurance · Oct 3, 11:15 pm ET
    2. “i bought a used jet ski from a guy online, how do i get it insured and registered before the weekend”Boat Insurance · Oct 3, 11:15 pm ET
    3. “i want to buy a polaris slingshot for weekend drives, is it more like a car or a motorcycle to own?”Motorcycles & Scooters · Oct 4, 11:25 am ET

    +3 more conversations with this ad copy

  • Roamly Insurance Group, Inc.Sponsored

    Great for Renting on Outdoorsy

    Text ad · shown 4 times

    Our export holds no question text for these conversations.

  • Roamly Insurance Group, Inc.Sponsored

    Is Roamly Legit? See the Reviews

    Text ad · shown 1 time

    Our export holds no question text for this conversation.

  • Roamly Insurance Group, Inc.Sponsored

    Stop Overpaying to Park Your RV

    Text ad · shown 1 time

    Our export holds no question text for this conversation.

  • Roamly Insurance Group, Inc.Sponsored

    Hosting on Turo? Get a Quote

    Text ad · shown 1 time

    Questions it appeared after

    1. “best insurance for turo hosts with two cars”Rideshare & Delivery Insurance · Oct 4, 11:19 am ET
  • Roamly Insurance Group, Inc.Sponsored

    Roamly: Built by Outdoorsy

    Text ad · shown 1 time

    Questions it appeared after

    1. “best tiny home on wheels insurance”Manufactured Home Insurance · Oct 4, 11:25 am ET
Where it showed

Where Roamly Insurance Group 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