Business Insurance ads in ChatGPT (Insurance)
Ads shown in ChatGPT conversations about Business Insurance. We recorded 148 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 147 ads from 37 advertisers. Most often shown: NOW Insurance Services, Harness Insure and EverQuote.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Business Insurance conversations
top 25 of 37Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 147 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | NOW Insurance Services | 33 | 22.4% |
| 2 | Harness Insure | 23 | 15.6% |
| 3 | EverQuote | 18 | 12.2% |
| 4 | Jotform | 15 | 10.2% |
| 5 | Gaslamp Insurance Services | 7 | 4.8% |
| 6 | Event Helper | 5 | 3.4% |
| 7 | The Zebra | 4 | 2.7% |
| 8 | VistaPrint US | 4 | 2.7% |
| 9 | Colonial Surety Company | 3 | 2.0% |
| 10 | foundershield.com | 3 | 2.0% |
| 11 | Hiscox Insurance Company | 3 | 2.0% |
| 12 | beYogi | 2 | 1.4% |
| 13 | Eaigroup | 2 | 1.4% |
| 14 | Rocket Lawyer | 2 | 1.4% |
| 15 | AMAROK | 1 | 0.7% |
| 16 | atlaspetcompany.com | 1 | 0.7% |
| 17 | BBSI | 1 | 0.7% |
| 18 | ChatGPT | 1 | 0.7% |
| 19 | ClassPass Partners | 1 | 0.7% |
| 20 | Clinton Alford Insurance Agency | 1 | 0.7% |
| 21 | eciabrokers.com | 1 | 0.7% |
| 22 | Elura Skin | 1 | 0.7% |
| 23 | Forbes | 1 | 0.7% |
| 24 | forthepeople.com | 1 | 0.7% |
| 25 | GetApp | 1 | 0.7% |
12 more advertisers shared the other 12 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 145 | 98.6% |
| Shopping ad (product name and price) | 2 | 1.4% |
Shopping ads include 1 ad that our export labels as a text ad but that showed only a price where a headline would be.
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- NOW Insurance ServicesText ad
A Simpler Way to Insure
Shown 24 times
- EverQuoteText ad
Insurance near you
Shown 16 times
- Harness InsureText ad
Contractor Insurance for Your Business
Shown 14 times
- Gaslamp Insurance ServicesText ad
Get General Liability Coverage
Shown 5 times
- JotformText ad
Free Certificate of Liability Insurance PDF
Shown 3 times
- Event HelperText ad
Event Insurance As Low As $67
Shown 2 times
- EaigroupText ad
Restaurant Coverage
Shown 2 times
- Rocket LawyerText ad
Review Contracts Online
Shown 2 times
- The ZebraText ad
Compare Quotes for Free
Shown 2 times
- Colonial Surety CompanyText ad
Get your contractor bond
Shown 2 times
- beYogiText ad
Top Rated Yoga Teacher Insurance
Shown 2 times
- Elura SkinText ad
Which Cap Is Worth It?
Shown 1 time
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 a bop worth it”, after the follow-up message, ChatGPT showed an ad from Elura Skin.
Text ad: “Which Cap Is Worth It?”
Worth it question · Oct 3, 23:07 ET
In a conversation that began “best business insurance for home based businesses”, after the follow-up message, ChatGPT showed an ad from NOW Insurance Services.
Text ad: “A Simpler Way to Insure”
Best for question · Oct 3, 23:13 ET
In a conversation that began “llc insurance”, after the follow-up message, ChatGPT showed an ad from Jotform.
Text ad: “Business Insurance Quote Form”
Short search question · Oct 3, 23:24 ET
In a conversation that began “how much is business insurance in california”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Insurance near you”
Price question · Oct 4, 02:29 ET
In a conversation that began “is product liability insurance worth it for a tiny etsy shop selling homemade dog treats”, after the follow-up message, ChatGPT showed an ad from VistaPrint US.
Text ad: “Tail wag soon?”
Worth it question · Oct 3, 23:30 ET
In a conversation that began “insureon”, after the follow-up message, ChatGPT showed an ad from Colonial Surety Company.
Text ad: “Get your contractor bond”
Short search question · Oct 3, 23:13 ET
In a conversation that began “how do i figure out what business insurance i need for a new llc selling products online”, after the follow-up message, ChatGPT showed an ad from Gaslamp Insurance Services.
Text ad: “General Liability Insurance”
Fix or choose question · Oct 4, 00:05 ET
In a conversation that began “best business insurance for a family run pizza shop that does delivery in new jersey”, after the follow-up message, ChatGPT showed an ad from Hiscox Insurance Company.
Text ad: “Hiscox Insurance”
Best for question · Oct 3, 23:00 ET
In a conversation that began “business insurance claim denied what next”, after the follow-up message, ChatGPT showed an ad from forthepeople.com.
Text ad: “No fee lawyers”
Fix or choose question · Oct 3, 23:04 ET
In a conversation that began “simply business vs hiscox for an llc selling products on amazon”, after the follow-up message, ChatGPT showed an ad from My Corporation Business Services.
Text ad: “Need Business Paperwork?”
Comparison question · Oct 4, 04:08 ET
In a conversation that began “I'm opening a small coffee shop in Asheville next spring with five employees, what business insurance package should I buy and from who?”, after the follow-up message, ChatGPT showed an ad from Intuit Quickbooks.
Text ad: “Payroll Protection $25K”
Long scenario question · Oct 3, 23:05 ET
In a conversation that began “I'm opening a boutique fitness studio in Miami with eight instructors, what business insurance should I buy and how much will it roughly cost?”, after the follow-up message, ChatGPT showed an ad from ClassPass Partners.
Text ad: “Own a Fitness Business?”
Long scenario question · Oct 3, 23:30 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 | 30 | 20.4% |
| Comparison | 22 | 15.0% |
| Price | 22 | 15.0% |
| Fix or choose | 21 | 14.3% |
| Long scenario | 22 | 15.0% |
| Short search | 15 | 10.2% |
| Worth it | 15 | 10.2% |
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
How does your brand show up in ChatGPT and AI search?
We look at the answers and ads shown for your category and where your brand appears in them.