IT, Security & Dev Tools

Zero Trust & VPN ads in ChatGPT

Ads shown in ChatGPT conversations about Zero Trust & VPN. We recorded 150 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 145 ads from 36 advertisers. Most often shown: Ironclad, Ericsson and Miles IT.

Our captureLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

150
conversations recorded
145
ads shown
36
advertisers
<1%
shopping ads

Advertisers shown in Zero Trust & VPN conversations

top 25 of 36

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 145 shown ads.

#AdvertiserWebsiteAds shownShare
1Ironcladironcladapp.com2416.6%
2Ericsson—1510.3%
3Miles ITmilesit.com149.7%
4Contabocontabo.com128.3%
5Cato Networkscatonetworks.com117.6%
6Netwrixnetwrix.com74.8%
7ZeroTierzerotier.com64.1%
8Red River Technologyredriver.com53.4%
9Sentinel Onesentinelone.com53.4%
10GetAppgetapp.com42.8%
11AlgoSecalgosec.com32.1%
12Boxbox.com32.1%
13Tailscaletailscale.com32.1%
14Ace Cloud Hostingacecloudhosting.com21.4%
15bestproxyandvpn.combestproxyandvpn.com21.4%
16Bitdefenderbitdefender.com21.4%
17Brightspeed—21.4%
18Ceevaceeva.com21.4%
19Jotformjotform.com21.4%
20Lucid Softwarelucid.co21.4%
21ManageEnginemanageengine.com21.4%
22Prefect Technologiesprefect.io21.4%
23Torqtorq.io21.4%
24Apposite Technologiesapposite-tech.com10.7%
25Bitwardenbitwarden.com10.7%

11 more advertisers shared the other 11 shown ads.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)14499.3%
Shopping ad (product name and price)10.7%

Example ads

12 ads

Distinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.

  • ContaboText ad

    VPS 4 – 8 GB, from $5.28/mo

    Shown 12 times

  • IroncladText ad

    Contract Access Control for IT

    Shown 10 times

  • EricssonText ad

    Smarter Branch Networks

    Shown 7 times

  • Miles ITText ad

    Looking for a Top-Rated MSP?

    Shown 7 times

  • ZeroTierText ad

    ZeroTier | PQC Network Ready

    Shown 6 times

  • NetwrixText ad

    Try Netwrix 1Secure

    Shown 5 times

  • Sentinel OneText ad

    Secure AI Apps, Data, And Access

    Shown 4 times

  • BoxText ad

    Secure File Sharing - Get 14 Days Free

    Shown 3 times

  • Cato NetworksText ad

    Shortlist SASE Platforms

    Shown 3 times

  • GetAppText ad

    Secure Every Login

    Shown 2 times

  • JotformText ad

    IT Access Request Form V2

    Shown 2 times

  • Red River TechnologyText ad

    We Manage Your IT. You Run Your Business.

    Shown 2 times

Example conversations

12 examples

Chosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.

  1. In a conversation that began “how do i set up zero trust access for a legacy app that only works on the internal network”, after the follow-up message, ChatGPT showed an ad from GetApp.

    Text ad: “Secure Every Login”

    Fix or choose question · Oct 3, 23:04 ET

  2. In a conversation that began “what does cisco secure access cost compared to renewing our anyconnect licenses”, after the follow-up message, ChatGPT showed an ad from Ericsson.

    Text ad: “Cloud-Managed Routers”

    Price question · Oct 4, 01:55 ET

  3. In a conversation that began “how to set up cloudflare access for internal apps”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “IT Access Request Form V2”

    Fix or choose question · Oct 4, 01:11 ET

  4. In a conversation that began “perimeter 81 vs cloudflare zero trust for a company of 100 that wants simple setup”, after the follow-up message, ChatGPT showed an ad from IOmergent.

    Text ad: “Fractional CISO Services”

    Comparison question · Oct 4, 01:12 ET

  5. In a conversation that began “best vpn for a remote team traveling internationally”, after the follow-up message, ChatGPT showed an ad from internationalsos.com.

    Text ad: “International SOS - Discover our Services”

    Best for question · Oct 3, 23:19 ET

  6. In a conversation that began “cheapest way to give 20 remote employees secure access to one office server”, after the follow-up message, ChatGPT showed an ad from Miles IT.

    Text ad: “Looking for a Top-Rated IT Company?”

    Price question · Oct 4, 00:21 ET

  7. In a conversation that began “our law firm uses an on-prem document management system and attorneys work from everywhere, what secure access option won't frustrate them?”, after the follow-up message, ChatGPT showed an ad from Ceeva.

    Text ad: “Ceeva | Pittsburgh's Trusted IT Service Provider”

    Long scenario question · Oct 4, 04:10 ET

  8. In a conversation that began “is sase worth it for small business”, after the follow-up message, ChatGPT showed an ad from Ironclad.

    Text ad: “Contract SOC2 Compliance for IT”

    Worth it question · Oct 4, 02:51 ET

  9. In a conversation that began “openvpn access server”, after the follow-up message, ChatGPT showed an ad from ManageEngine.

    Text ad: “Secure Every Enterprise Endpoint”

    Short search question · Oct 3, 23:17 ET

  10. In a conversation that began “is nordlayer worth it”, after the follow-up message, ChatGPT showed an ad from dataimpulse.com.

    Text ad: “Buy proxy - Cheap proxy services | DataImpulse”

    Worth it question · Oct 3, 23:23 ET

  11. In a conversation that began “tailscale vs twingate for a 60 person startup that needs access to aws, databases and an office nas”, after the follow-up message, ChatGPT showed an ad from Red River Technology.

    Text ad: “We Manage Your IT. You Run Your Business.”

    Comparison question · Oct 4, 01:40 ET

  12. In a conversation that began “we're a 1,000 person company evaluating zscaler and netskope for sase, what should drive the decision besides price?”, after the follow-up message, ChatGPT showed an ad from Netwrix.

    Text ad: “You can only focus on one risk at a time”

    Long scenario question · Oct 4, 02:23 ET

Question types

How the conversations on this topic were asked, and how many of the shown ads came from each kind.

Question typeConversationsAds shownShare
Best for
“best … for …” questions
302819.3%
Fix or choose
a problem to fix, or a choice to make
232215.2%
Long scenario
a personal situation in a sentence or two
232315.9%
Comparison
one product or service against another, or alternatives
222215.2%
Price
what something costs or where to buy it cheaply
222114.5%
Short search
a few words, like a search box
15149.7%
Worth it
whether something is worth buying or switching to
151510.3%

More in IT, Security & Dev Tools

Other IT, Security & Dev Tools topics (ads shown):

How this data was captured

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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