Cyber Insurance ads in ChatGPT
Ads shown in ChatGPT conversations about Cyber Insurance. We recorded 140 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 139 ads from 44 advertisers. Most often shown: Ironclad, EverQuote and Jotform.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Cyber Insurance conversations
top 25 of 44Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 139 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Ironclad | 48 | 34.5% |
| 2 | EverQuote | 9 | 6.5% |
| 3 | Jotform | 8 | 5.8% |
| 4 | Rocket Lawyer | 6 | 4.3% |
| 5 | Aura Consolidated Group | 5 | 3.6% |
| 6 | Cato Networks | 3 | 2.2% |
| 7 | Clinton Alford Insurance Agency | 3 | 2.2% |
| 8 | ESET | 3 | 2.2% |
| 9 | GetApp | 3 | 2.2% |
| 10 | Harness Insure | 3 | 2.2% |
| 11 | Netwrix | 3 | 2.2% |
| 12 | NOW Insurance Services | 3 | 2.2% |
| 13 | PrimeRisk Insurance | 3 | 2.2% |
| 14 | SecurityPal AI | 3 | 2.2% |
| 15 | AMAROK | 2 | 1.4% |
| 16 | Bitdefender | 2 | 1.4% |
| 17 | IOmergent | 2 | 1.4% |
| 18 | Miles IT | 2 | 1.4% |
| 19 | nextinsurance.com | 2 | 1.4% |
| 20 | Optacy | 2 | 1.4% |
| 21 | BBSI | 1 | 0.7% |
| 22 | Bitwarden | 1 | 0.7% |
| 23 | Bocada | 1 | 0.7% |
| 24 | Ceeva | 1 | 0.7% |
| 25 | Checkr | 1 | 0.7% |
19 more advertisers shared the other 19 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 139 | 100.0% |
| Shopping ad (product name and price) | 0 | 0.0% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- IroncladText ad
Contract SOC2 Compliance for IT
Shown 34 times
- EverQuoteText ad
Insurance near you
Shown 8 times
- JotformText ad
Cybersecurity Incident Form
Shown 5 times
- Aura Consolidated GroupText ad
Data Breach Alerts
Shown 5 times
- NetwrixText ad
Try Netwrix 1Secure
Shown 3 times
- Clinton Alford Insurance AgencyText ad
Commercial Liability
Shown 3 times
- PrimeRisk InsuranceText ad
Cyber & Tech E&O Insurance
Shown 3 times
- Rocket LawyerText ad
Smart AI. Licensed Attorneys.
Shown 2 times
- ESETText ad
Comparing Business Antivirus? Try ESET®
Shown 2 times
- OptacyText ad
Privacy Compliance
Shown 2 times
- SecurityPal AIText ad
Vendor Risk Assessment Without the Manual Work
Shown 2 times
- BitdefenderText ad
Know If Your Data Hits the Dark Web
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 “how much does a 2 million cyber policy cost for an online store with lots of customer data”, after the follow-up message, ChatGPT showed an ad from Hiscox Insurance Company.
Text ad: “Affordable Coverage”
Price question · Oct 4, 00:34 ET
In a conversation that began “alternatives to the cyber add on in my bop that offer real breach response”, after the follow-up message, ChatGPT showed an ad from Netwrix.
Text ad: “Try Netwrix 1Secure”
Comparison question · Oct 4, 00:39 ET
In a conversation that began “best personal cyber insurance”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Explore all your options”
Best for question · Oct 4, 05:28 ET
In a conversation that began “how much is personal cyber insurance for a family worried about online fraud”, after the follow-up message, ChatGPT showed an ad from Aura Consolidated Group.
Text ad: “Data Breach Alerts”
Price question · Oct 4, 01:31 ET
In a conversation that began “our Shopify store does 3 million a year in sales and stores customer emails and addresses, what cyber coverage do we need and from who?”, after the follow-up message, ChatGPT showed an ad from Optacy.
Text ad: “Privacy Compliance”
Long scenario question · Oct 4, 05:41 ET
In a conversation that began “is personal cyber insurance worth it for a retiree who manages investments online”, after the follow-up message, ChatGPT showed an ad from Bitdefender.
Text ad: “Know If Your Data Hits the Dark Web”
Worth it question · Oct 4, 03:17 ET
In a conversation that began “best cyber insurance for a 20 person accounting firm that handles client tax data”, after the follow-up message, ChatGPT showed an ad from SecurityPal AI.
Text ad: “Vendor Risk Assessment Without the Manual Work”
Best for question · Oct 4, 04:15 ET
In a conversation that began “is chubb cyber worth it over coalition for a small accounting firm”, after the follow-up message, ChatGPT showed an ad from Jotform.
Text ad: “Cybersecurity Incident Form”
Comparison question · Oct 4, 01:59 ET
In a conversation that began “is coalition worth it”, after the follow-up message, ChatGPT showed an ad from Spellbook.
Text ad: “Confidence in Every Clause”
Worth it question · Oct 4, 03:09 ET
In a conversation that began “what should i ask a cyber insurer about ransomware coverage before signing the policy”, after the follow-up message, ChatGPT showed an ad from IOmergent.
Text ad: “Managed Cloud Security Without the Complexity”
Fix or choose question · Oct 4, 00:53 ET
In a conversation that began “cyber insurance quotes for law firms”, after the follow-up message, ChatGPT showed an ad from BBSI.
Text ad: “Workers' Comp Insurance”
Price question · Oct 4, 05:42 ET
In a conversation that began “cyber insurance quotes for a manufacturing company with 100 employees in ohio”, after the follow-up message, ChatGPT showed an ad from ESET.
Text ad: “Comparing Business Antivirus? Try ESET®”
Price question · Oct 4, 04:30 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 | 28 | 20.1% |
| Comparison | 21 | 15.1% |
| Price | 21 | 15.1% |
| Fix or choose | 20 | 14.4% |
| Long scenario | 21 | 15.1% |
| Short search | 14 | 10.1% |
| Worth it | 14 | 10.1% |
More in Insurance
Other Insurance 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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