Medicare Plans ads in ChatGPT
Ads shown in ChatGPT conversations about Medicare Plans. We recorded 148 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 145 ads from 39 advertisers. Most often shown: rocketer.com, Long Term What? and goreadyinsurance.com.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Medicare Plans conversations
top 25 of 39Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 145 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | rocketer.com | 28 | 19.3% |
| 2 | Long Term What? | 17 | 11.7% |
| 3 | General Medicine | 10 | 6.9% |
| 4 | goreadyinsurance.com | 10 | 6.9% |
| 5 | Medicare Genius | 8 | 5.5% |
| 6 | Plan Medicare | 5 | 3.4% |
| 7 | HearUSA | 4 | 2.8% |
| 8 | Merck Manuals | 4 | 2.8% |
| 9 | New York Life | 4 | 2.8% |
| 10 | sunhealthflorida.com | 4 | 2.8% |
| 11 | ushagent.com | 4 | 2.8% |
| 12 | WiserAdvisor | 4 | 2.8% |
| 13 | Zenni Optical | 4 | 2.8% |
| 14 | CKT Insurance | 3 | 2.1% |
| 15 | Insight Health AI | 3 | 2.1% |
| 16 | KTS Pooled Trust | 3 | 2.1% |
| 17 | 1Dental | 2 | 1.4% |
| 18 | Allianz | 2 | 1.4% |
| 19 | EverQuote | 2 | 1.4% |
| 20 | ezcontacts.com | 2 | 1.4% |
| 21 | Nerdwallet | 2 | 1.4% |
| 22 | Pearl Insurance Services | 2 | 1.4% |
| 23 | The Military Wallet | 2 | 1.4% |
| 24 | 800insure.com | 1 | 0.7% |
| 25 | atCause Law Office | 1 | 0.7% |
14 more advertisers shared the other 14 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 143 | 98.6% |
| Shopping ad (product name and price) | 2 | 1.4% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- rocketer.comText ad
Bankers Life & Casualty Company
Compare Medigap Plans
Shown 28 times
- Long Term What?Text ad
Long-Term Care Insurance Quotes
Shown 13 times
- General MedicineText ad
Easy Telehealth Visits
Shown 9 times
- goreadyinsurance.comText ad
Aegis Travel Insurance
Industry’s Lowest Rate for Seniors
Shown 6 times
- Plan MedicareText ad
Review 2027 Medicare Plans
Shown 5 times
- HearUSAText ad
Hearing Aid Costs
Shown 4 times
- ushagent.comText ad
USHealth Advisors
Get a Free Quote
Shown 4 times
- Medicare GeniusText ad
Can You Still Choose Plan F?
Shown 3 times
- WiserAdvisorText ad
Find a Local Financial Advisor
Shown 3 times
- New York LifeText ad
Speak with an Agent
Shown 3 times
- KTS Pooled TrustText ad
NY Income Over the Medicaid Home Care Limit?
Shown 3 times
- Zenni OpticalText ad
Using Vision Benefits?
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 “how much would medicare cost for me and my wife at 65 with a supplement plan”, after the follow-up message, ChatGPT showed an ad from rocketer.com.
Text ad: “Compare Medigap Plans”
Price question · Oct 4, 01:07 ET
In a conversation that began “best medicare advantage plan in ohio for someone who wants dental and vision included”, after the follow-up message, ChatGPT showed an ad from ezcontacts.com.
Shopping ad: Proclear Multifocal XR Contacts Lenses Contact Lenses · $139.95
Best for question · Oct 3, 23:10 ET
In a conversation that began “how much does high deductible plan g cost in florida and what's the deductible this year”, after the follow-up message, ChatGPT showed an ad from Medicare Genius.
Text ad: “Can You Still Choose Plan F?”
Price question · Oct 3, 23:31 ET
In a conversation that began “my wife and I are 66 and spend winters in Arizona and summers in Minnesota, which Medicare setup works best for two states?”, after the follow-up message, ChatGPT showed an ad from goreadyinsurance.com.
Text ad: “Pre-Existing? Still Covered”
Long scenario question · Oct 3, 23:06 ET
In a conversation that began “is a $0 premium medicare advantage plan worth it”, after the follow-up message, ChatGPT showed an ad from sunhealthflorida.com.
Text ad: “Medical & Dental Membership from $40/Mo”
Worth it question · Oct 4, 03:36 ET
In a conversation that began “how do i choose a medicare advantage plan when every ad on tv promises extra benefits”, after the follow-up message, ChatGPT showed an ad from Long Term What?.
Text ad: “Long-Term Care Insurance Quotes”
Fix or choose question · Oct 4, 01:38 ET
In a conversation that began “medicare advantage hmo vs ppo”, after the follow-up message, ChatGPT showed an ad from Comfort Keepers of Gold Canyon.
Text ad: “A Smarter Way to Care in Gold Canyon”
Comparison question · Oct 3, 23:20 ET
In a conversation that began “best medicare advantage plans in north carolina”, after the follow-up message, ChatGPT showed an ad from EverQuote.
Text ad: “See how options compare”
Best for question · Oct 3, 23:22 ET
In a conversation that began “I'm 65 and moving to a rural part of Wyoming to retire, Advantage networks are thin there, what Medicare plan makes sense?”, after the follow-up message, ChatGPT showed an ad from Careington1.
Text ad: “The Careington 500 Series, Explained”
Long scenario question · Oct 3, 23:26 ET
In a conversation that began “is a medicare advantage ppo worth it compared to an hmo if i only use local providers”, after the follow-up message, ChatGPT showed an ad from Enroll.Health.
Text ad: “Seeing Doctors Often?”
Worth it question · Oct 3, 23:09 ET
In a conversation that began “alternatives to unitedhealthcare medicare advantage after my plan dropped my local providers”, after the follow-up message, ChatGPT showed an ad from General Medicine.
Text ad: “Easy Telehealth Visits”
Comparison question · Oct 3, 23:22 ET
In a conversation that began “unitedhealthcare medicare plans”, after the follow-up message, ChatGPT showed an ad from KTS Pooled Trust.
Text ad: “NY Income Over the Medicaid Home Care Limit?”
Short search 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 | 20.7% |
| Comparison | 22 | 15.2% |
| Price | 22 | 15.2% |
| Fix or choose | 19 | 13.1% |
| Long scenario | 22 | 15.2% |
| Short search | 15 | 10.3% |
| Worth it | 15 | 10.3% |
More in Insurance
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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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