Email Security ads in ChatGPT
Ads shown in ChatGPT conversations about Email Security. We recorded 150 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 149 ads from 50 advertisers. Most often shown: ESET, Netwrix and Miles IT.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Email Security conversations
top 25 of 50Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 149 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | ESET | 13 | 8.7% |
| 2 | Netwrix | 12 | 8.1% |
| 3 | Miles IT | 10 | 6.7% |
| 4 | Aura Consolidated Group | 7 | 4.7% |
| 5 | Proofpoint | 7 | 4.7% |
| 6 | Validity | 7 | 4.7% |
| 7 | Box | 6 | 4.0% |
| 8 | Formula Inbox | 6 | 4.0% |
| 9 | Jotform | 5 | 3.4% |
| 10 | VMCcerts | 5 | 3.4% |
| 11 | Cato Networks | 4 | 2.7% |
| 12 | Elastic | 4 | 2.7% |
| 13 | ActiveCampaign | 3 | 2.0% |
| 14 | Beehiiv | 3 | 2.0% |
| 15 | GetApp | 3 | 2.0% |
| 16 | gttb.com | 3 | 2.0% |
| 17 | Ironclad | 3 | 2.0% |
| 18 | ScalePad | 3 | 2.0% |
| 19 | usebouncer.com | 3 | 2.0% |
| 20 | Abnormal AI | 2 | 1.3% |
| 21 | Adaptive Security | 2 | 1.3% |
| 22 | Bitdefender | 2 | 1.3% |
| 23 | Bitwarden | 2 | 1.3% |
| 24 | CoreView USA | 2 | 1.3% |
| 25 | getastra.com | 2 | 1.3% |
25 more advertisers shared the other 30 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 148 | 99.3% |
| Shopping ad (product name and price) | 1 | 0.7% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- ESETText ad
ESET® PROTECT: Buy Business Security Online
Shown 7 times
- NetwrixText ad
Try Netwrix 1Secure
Shown 7 times
- Formula InboxText ad
Mail rejected by Google or M365? Talk to a human.
Shown 6 times
- ValidityText ad
Protect Email Revenue from Spam
Shown 6 times
- Aura Consolidated GroupText ad
Data Breach Alerts
Shown 4 times
- Miles ITText ad
Looking for a Top-Rated MSP?
Shown 4 times
- ProofpointText ad
Leader in Email Security
Shown 4 times
- VMCcertsText ad
Buy CMC Certificate – $649/yr
Shown 3 times
- BoxText ad
Secure File Sharing: Plans & Pricing
Shown 3 times
- ScalePadText ad
SaaS Management for MSPs
Shown 3 times
- ActiveCampaignText ad
Grow Your Business Fast
Shown 3 times
- gttb.comText ad
GTB Technologies Inc
Full Circle Data Security. 95% is not enough!
Shown 2 times
Example conversations
12 examplesChosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.
In a conversation that began “is third party email encryption worth it if microsoft purview message encryption is included”, after the follow-up message, ChatGPT showed an ad from Aura Consolidated Group.
Text ad: “Data Breach Alerts”
Worth it question · Oct 3, 23:02 ET
In a conversation that began “how much does abnormal security cost for a 500 person company compared to proofpoint”, after the follow-up message, ChatGPT showed an ad from ESET.
Text ad: “ESET® PROTECT: Buy Business Security Online”
Price question · Oct 3, 23:10 ET
In a conversation that began “I'm the only it person at a manufacturing company where vendors email from all over the world, how do I block phishing without blocking real orders?”, after the follow-up message, ChatGPT showed an ad from KnowBe4.
Text ad: “Free Gartner® Guide”
Long scenario question · Oct 4, 05:01 ET
In a conversation that began “abnormal security vs proofpoint”, after the follow-up message, ChatGPT showed an ad from AlgoSec.
Text ad: “Find Risky Firewall Rules”
Comparison question · Oct 4, 00:14 ET
In a conversation that began “we acquired a company still on on-prem exchange with an old barracuda appliance, what should we move both companies to?”, after the follow-up message, ChatGPT showed an ad from Zoho.
Text ad: “A reliable M 365 alternative”
Long scenario question · Oct 4, 01:49 ET
In a conversation that began “is there good email security under $2 per mailbox per month for a 30 person company”, after the follow-up message, ChatGPT showed an ad from Miles IT.
Text ad: “Looking for a Top-Rated IT Company?”
Price question · Oct 3, 23:15 ET
In a conversation that began “is avanan worth it”, after the follow-up message, ChatGPT showed an ad from Bitdefender.
Text ad: “AI That Catches Scams Before You Do”
Worth it question · Oct 3, 23:53 ET
In a conversation that began “how to quarantine suspicious emails automatically”, after the follow-up message, ChatGPT showed an ad from Proofpoint.
Text ad: “AI Is Changing Email”
Fix or choose question · Oct 3, 23:19 ET
In a conversation that began “best email security for a credit union that needs to meet ffiec guidance”, after the follow-up message, ChatGPT showed an ad from Ironclad.
Text ad: “Contract SOC2 Compliance for IT”
Best for question · Oct 4, 03:41 ET
In a conversation that began “how to stop display name spoofing where attackers pretend to be our ceo from gmail accounts”, after the follow-up message, ChatGPT showed an ad from VMCcerts.
Text ad: “Buy CMC Certificate – $649/yr”
Fix or choose question · Oct 4, 04:33 ET
In a conversation that began “alternatives to proofpoint that don't require changing mx records”, after the follow-up message, ChatGPT showed an ad from Cato Networks.
Text ad: “Rethink SASE Vendors”
Comparison question · Oct 3, 23:29 ET
In a conversation that began “best email security for google workspace”, after the follow-up message, ChatGPT showed an ad from Adaptive Security.
Text ad: “Stop AI-powered attacks”
Best for question · Oct 3, 23:07 ET
Question types
How the conversations on this topic were asked, and how many of the shown ads came from each kind.
| Question type | Ads shown | Share |
|---|---|---|
| Best for | 30 | 20.1% |
| Fix or choose | 23 | 15.4% |
| Long scenario | 23 | 15.4% |
| Comparison | 22 | 14.8% |
| Price | 21 | 14.1% |
| Short search | 15 | 10.1% |
| Worth it | 15 | 10.1% |
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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