Health Insurance Marketplace ads in ChatGPT
Ads shown in ChatGPT conversations about Health Insurance Marketplace. We recorded 148 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 146 ads from 37 advertisers. Most often shown: EverQuote, NOW Insurance Services and General Medicine.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Health Insurance Marketplace conversations
top 25 of 37Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 146 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | EverQuote | 33 | 22.6% |
| 2 | NOW Insurance Services | 16 | 11.0% |
| 3 | General Medicine | 12 | 8.2% |
| 4 | sunhealthflorida.com | 10 | 6.8% |
| 5 | The Zebra | 8 | 5.5% |
| 6 | New York Life | 7 | 4.8% |
| 7 | goreadyinsurance.com | 5 | 3.4% |
| 8 | QuoteWizard | 5 | 3.4% |
| 9 | CoverSavvy Insurance | 4 | 2.7% |
| 10 | Jotform | 4 | 2.7% |
| 11 | Medicare Genius | 4 | 2.7% |
| 12 | Allianz | 3 | 2.1% |
| 13 | Forbes | 3 | 2.1% |
| 14 | Hiscox Insurance Company | 3 | 2.1% |
| 15 | rocketer.com | 3 | 2.1% |
| 16 | Zander Insurance Agency | 3 | 2.1% |
| 17 | 800insure.com | 2 | 1.4% |
| 18 | Rocket Lawyer | 2 | 1.4% |
| 19 | covermypregnancy.com | 1 | 0.7% |
| 20 | Cybernews | 1 | 0.7% |
| 21 | ERI Economic Research Institute | 1 | 0.7% |
| 22 | Experian | 1 | 0.7% |
| 23 | First Connect Insurance Services | 1 | 0.7% |
| 24 | FIYR | 1 | 0.7% |
| 25 | Florida Insurance Girl | 1 | 0.7% |
12 more advertisers shared the other 12 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 146 | 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.
- NOW Insurance ServicesText ad
A Simpler Way to Insure
Shown 16 times
- General MedicineText ad
Easy Telehealth Visits
Shown 12 times
- EverQuoteText ad
Find affordable coverage
Shown 10 times
- sunhealthflorida.comText ad
Sun Health & Dental
Sun Health & Dental Plans
Shown 8 times
- The ZebraText ad
Compare Rates Today
Shown 4 times
- New York LifeText ad
Should You Get Covered?
Shown 4 times
- CoverSavvy InsuranceText ad
Under 65? Compare term life quotes online.
Shown 4 times
- Hiscox Insurance CompanyText ad
New Business Coverage
Shown 3 times
- AllianzText ad
Protect your best trip yet
Shown 3 times
- rocketer.comText ad
Bankers Life & Casualty Company
Compare Medigap Plans
Shown 3 times
- goreadyinsurance.comText ad
Aegis Travel Insurance
Get Covered Before you go
Shown 3 times
- JotformText ad
Benefits Open Enrollment Form
Shown 3 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 “covered california premiums for a couple”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “Explore all your options”
Price question · Oct 3, 23:31 ET
In a conversation that began “I'm a 38 year old contractor who travels between Florida and Georgia for work, what health plan works across state lines?”, after the follow-up message, ChatGPT showed an ad from First Connect Insurance Services.
Text ad: “Access New BOP, GL, Workers Comp Markets”
Long scenario question · Oct 3, 23:16 ET
In a conversation that began “my husband and I are 59 and retired early in Arizona, we need health insurance for six years until Medicare, what plans should we look at?”, after the follow-up message, ChatGPT showed an ad from sunhealthflorida.com.
Text ad: “Medical & Dental Membership from $40/Mo”
Long scenario question · Oct 4, 04:24 ET
In a conversation that began “best health insurance for freelancers”, 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, 23:27 ET
In a conversation that began “health insurance cost for a 50 year old”, after the follow-up message, ChatGPT showed an ad from Medicare Genius.
Text ad: “Is Supplemental Coverage Worth It?”
Price question · Oct 3, 23:13 ET
In a conversation that began “best health insurance for a freelance designer in new york making about 70k a year”, after the follow-up message, ChatGPT showed an ad from New York Life.
Text ad: “Should You Get Covered?”
Best for question · Oct 3, 23:21 ET
In a conversation that began “healthcare.gov plans vs going through a private broker like ehealth”, after the follow-up message, ChatGPT showed an ad from General Medicine.
Text ad: “Easy Telehealth Visits”
Comparison question · Oct 4, 04:05 ET
In a conversation that began “i just quit my job to freelance, how do i choose a health plan without overpaying for coverage i won't use”, after the follow-up message, ChatGPT showed an ad from Gaslamp Insurance Services.
Text ad: “Get General Liability Coverage”
Fix or choose question · Oct 3, 23:09 ET
In a conversation that began “ppo vs hmo health insurance”, after the follow-up message, ChatGPT showed an ad from rocketer.com.
Text ad: “Compare Medigap Plans”
Comparison question · Oct 3, 23:14 ET
In a conversation that began “is cobra worth it for three months until my new job's coverage starts”, after the follow-up message, ChatGPT showed an ad from QuoteWizard.
Text ad: “Rates as low as $30/month”
Worth it question · Oct 4, 02:05 ET
In a conversation that began “I'm 50 and my COBRA runs out in two months in California, what Covered California plans should I compare before it ends?”, after the follow-up message, ChatGPT showed an ad from CoverSavvy Insurance.
Text ad: “Under 65? Compare term life quotes online.”
Long scenario question · Oct 4, 01:43 ET
In a conversation that began “bronze plan cost for a 30 year old”, after the follow-up message, ChatGPT showed an ad from Forbes.
Text ad: “Cheapest Plans That Still Cover”
Price question · Oct 4, 03:24 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 | 20.5% |
| Comparison | 22 | 15.1% |
| Price | 22 | 15.1% |
| Fix or choose | 21 | 14.4% |
| Long scenario | 22 | 15.1% |
| Short search | 15 | 10.3% |
| Worth it | 14 | 9.6% |
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.