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Island Technology ads in ChatGPT

In our capture of logged-out ChatGPT, 11 ads from Island Technology appeared on screen (all text ads), in 3 distinct ad copies across 3 industries and 5 topics. Each one appeared after our follow-up message asking for a sponsored ad.

island.ioLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

ads shown
11
distinct ad copies
3
industries
3
topics
5

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 Island Technology advertised, not how often ChatGPT shows its ads.

Ad copies

Island Technology 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.

3 ad copies

  • Island TechnologySponsored

    AI With More Control

    Text ad · shown 5 times

    Questions it appeared after

    1. “my company blocked chatgpt at work, what ai writing tools are usually approved by it departments”AI Writing Assistants · Oct 3, 9:55 pm ET
    2. “my boss wants me to use ai for writing reports, but our company uses microsoft 365, is copilot good enough or should i ask for something else?”AI Writing Assistants · Oct 3, 10:28 pm ET
    3. “we're moving from on-prem active directory and group policy to cloud management, should we go intune with autopilot or something else?”MDM & Device Management · Oct 3, 11:11 pm ET

    +2 more conversations with this ad copy

  • Island TechnologySponsored

    Secure AI at Work

    Text ad · shown 4 times

    Questions it appeared after

    1. “we're a fully remote 150 person company and want to ship laptops straight to new hires already configured, what mdm setup would you use?”MDM & Device Management · Oct 3, 11:30 pm ET
    2. “how to stop employees uploading to personal dropbox”Data Loss Prevention · Oct 3, 11:31 pm ET

    +2 more conversations with this ad copy

  • Island TechnologySponsored

    Enterprise AI Security

    Text ad · shown 2 times

    Questions it appeared after

    1. “best mdm for linux laptops”MDM & Device Management · Oct 3, 11:03 pm ET
    2. “dlp for chatgpt”Data Loss Prevention · Oct 3, 11:19 pm ET
Where it showed

Where Island Technology 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 Island Technology’s did, ranked by how much those topics overlap. Each tile opens its page.

18 brands

Jotform3,005 ads shown5 shared topicsGetApp871 ads shown3 shared topicsIronclad586 ads shown2 shared topicsESET252 ads shown2 shared topicsBox206 ads shown3 shared topicsgo.ai33 ads shown3 shared topicsNetwrix148 ads shown2 shared topicsCoreView USA54 ads shown2 shared topicsTeramind35 ads shown2 shared topicsOtter.ai276 ads shown3 shared topicsMiles IT229 ads shown2 shared topicsReliaQuest159 ads shown1 shared topicCapterra146 ads shown2 shared topicsTorq124 ads shown1 shared topicElastic103 ads shown1 shared topicSentinel One40 ads shown1 shared topicIOmergent35 ads shown1 shared topicSOTI29 ads shown2 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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