Advertiser

Proofpoint ads in ChatGPT

In our capture of logged-out ChatGPT, 16 ads from Proofpoint appeared on screen (all text ads), in 3 distinct ad copies across 1 industry and 6 topics. Each one appeared after our follow-up message asking for a sponsored ad.

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

ads shown
16
distinct ad copies
3
industries
1
topics
6

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 Proofpoint advertised, not how often ChatGPT shows its ads.

Ad copies

Proofpoint 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

  • ProofpointSponsored

    Leader in Email Security

    Text ad · shown 10 times

    Questions it appeared after

    1. “sophos intercept x pricing per device”Endpoint Security · Oct 3, 9:25 pm ET
    2. “I'm the ciso at a 1,000 person company and want phishing reporting buttons plus automated triage of reported emails, what platforms do both?”Security Awareness Training · Oct 3, 9:54 pm ET
    3. “best edr for cyber insurance compliance”EDR & XDR · Oct 3, 10:03 pm ET
    4. “what does duo cost for 75 users on the essentials plan versus advantage”Identity & Access Management · Oct 3, 10:40 pm ET
    5. “is mimecast still worth it”Email Security · Oct 3, 11:02 pm ET

    +5 more conversations with this ad copy

  • ProofpointSponsored

    42% Report AI Incidents

    Text ad · shown 3 times

    Questions it appeared after

    1. “how much do mssps typically charge for siem monitoring per device”SIEM · Oct 3, 9:57 pm ET
    2. “is a siem worth it for small business”SIEM · Oct 3, 10:01 pm ET
    3. “is there decent security awareness training under $1 per user per month for a small company”Security Awareness Training · Oct 3, 10:04 pm ET
  • ProofpointSponsored

    AI Is Changing Email

    Text ad · shown 3 times

    Questions it appeared after

    1. “how to quarantine suspicious emails automatically”Email Security · Oct 3, 11:19 pm ET
    2. “abnormal security vs proofpoint for a 1,000 person company that wants to drop its secure email gateway”Email Security · Oct 3, 11:23 pm ET

    +1 more conversation with this ad copy

Where it showed

Where Proofpoint 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