Umbrella Insurance ads in ChatGPT
Ads shown in ChatGPT conversations about Umbrella Insurance. We recorded 140 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 133 ads from 30 advertisers. Most often shown: EverQuote, Jotform and The Zebra.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Umbrella Insurance conversations
top 25 of 30Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 133 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | EverQuote | 71 | 53.4% |
| 2 | Jotform | 7 | 5.3% |
| 3 | BestMoney | 5 | 3.8% |
| 4 | The Zebra | 5 | 3.8% |
| 5 | Harvest Insurance Agency | 4 | 3.0% |
| 6 | Jerry | 4 | 3.0% |
| 7 | LegalZoom | 3 | 2.3% |
| 8 | NOW Insurance Services | 3 | 2.3% |
| 9 | Rocket Lawyer | 3 | 2.3% |
| 10 | AutoInsurance.com | 2 | 1.5% |
| 11 | Clinton Alford Insurance Agency | 2 | 1.5% |
| 12 | Event Helper | 2 | 1.5% |
| 13 | GEICO | 2 | 1.5% |
| 14 | Insurance Professionals of Arizona | 2 | 1.5% |
| 15 | Insurify | 2 | 1.5% |
| 16 | Nerdwallet | 2 | 1.5% |
| 17 | Alpha Insurance Agency | 1 | 0.8% |
| 18 | assurelineinsurance.com | 1 | 0.8% |
| 19 | Design.com | 1 | 0.8% |
| 20 | financialadvisor.net | 1 | 0.8% |
| 21 | First Connect Insurance Services | 1 | 0.8% |
| 22 | Forbes | 1 | 0.8% |
| 23 | foundershield.com | 1 | 0.8% |
| 24 | Lathrop Insurance | 1 | 0.8% |
| 25 | Liberty Mutual Insurance | 1 | 0.8% |
5 more advertisers shared the other 5 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 133 | 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.
- EverQuoteText ad
Insurance near you
Shown 47 times
- BestMoneyText ad
10 Best Auto & Home Insurance 2026
Shown 4 times
- JerryText ad
You can shop around without calling around
Shown 4 times
- Rocket LawyerText ad
Connect with Attorneys
Shown 3 times
- The ZebraText ad
Compare Rates Today
Shown 3 times
- NOW Insurance ServicesText ad
A Simpler Way to Insure
Shown 3 times
- Clinton Alford Insurance AgencyText ad
Commercial Liability
Shown 2 times
- LegalZoomText ad
Protect Your Real Estate Business
Shown 2 times
- GEICOText ad
Save More by Bundling Policies
Shown 2 times
- Harvest Insurance AgencyText ad
Home and Auto Coverage Options
Shown 2 times
- JotformText ad
Landlord Permission Form
Shown 2 times
- NerdwalletText ad
Compare Car Insurance
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 “best umbrella policy that also covers uninsured and underinsured motorist claims”, after the follow-up message, ChatGPT showed an ad from The Zebra.
Text ad: “Compare Rates Today”
Best for question · Oct 4, 04:25 ET
In a conversation that began “is umbrella insurance worth it for a retired couple with a paid off house and savings”, after the follow-up message, ChatGPT showed an ad from assurelineinsurance.com.
Text ad: “Home Insurance Support”
Worth it question · Oct 4, 05:46 ET
In a conversation that began “i got declined for an umbrella because of a speeding ticket, which insurers are more flexible”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Insurance near you”
Fix or choose question · Oct 4, 03:09 ET
In a conversation that began “how much is a 1 million umbrella policy for a family with two homes and three cars”, after the follow-up message, ChatGPT showed an ad from GEICO.
Text ad: “Save More by Bundling Policies”
Price question · Oct 4, 00:41 ET
In a conversation that began “is a chubb umbrella worth the price over state farm for someone with 5 million in assets”, after the follow-up message, ChatGPT showed an ad from Jerry.
Text ad: “You can shop around without calling around”
Comparison question · Oct 4, 01:24 ET
In a conversation that began “how do i choose an umbrella policy if my home, auto and rentals are with three different companies”, after the follow-up message, ChatGPT showed an ad from NOW Insurance Services.
Text ad: “A Simpler Way to Insure”
Fix or choose question · Oct 4, 04:37 ET
In a conversation that began “how do i decide between a 1 million and 2 million umbrella when my net worth is about 1.5 million”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “See how options compare”
Fix or choose question · Oct 4, 05:40 ET
In a conversation that began “how much umbrella insurance do i need”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Quick, easy insurance”
Fix or choose question · Oct 4, 01:35 ET
In a conversation that began “how much does adding uninsured motorist to an umbrella policy cost”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Insurance near you”
Price question · Oct 4, 03:02 ET
In a conversation that began “progressive vs liberty mutual umbrella if i want uninsured motorist included”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “No-fault insurance”
Comparison question · Oct 4, 00:48 ET
In a conversation that began “2 million umbrella cost per year”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Insurance near you”
Price question · Oct 4, 04:39 ET
In a conversation that began “I own four rental houses in Ohio with different insurers, which companies sell umbrella policies that cover all my rentals?”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Insurance near you”
Long scenario question · Oct 4, 01:02 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 | 21.1% |
| Comparison | 21 | 15.8% |
| Price | 21 | 15.8% |
| Fix or choose | 17 | 12.8% |
| Long scenario | 18 | 13.5% |
| Short search | 14 | 10.5% |
| Worth it | 14 | 10.5% |
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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