Insurance

High-Risk Auto Insurance ads in ChatGPT

Ads shown in ChatGPT conversations about High-Risk Auto Insurance. We recorded 148 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 148 ads from 12 advertisers. Most often shown: EverQuote, The Zebra and GEICO.

Our captureLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

148
conversations recorded
148
ads shown
12
advertisers
<1%
shopping ads

Advertisers shown in High-Risk Auto Insurance conversations

12 advertisers

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 148 shown ads.

#AdvertiserWebsiteAds shownShare
1EverQuoteeverquote.com9362.8%
2The Zebrathezebra.com1610.8%
3GEICOgeico.com1510.1%
4Nerdwalletnerdwallet.com96.1%
5BestMoneybestmoney.com64.1%
6Jerry—21.4%
7Money.commoney.com21.4%
8Careington1careington1.com10.7%
9Groupongroupon.com10.7%
10Insurance Auto Groupinsuranceautogroup.com10.7%
11Insurifyinsurify.com10.7%
12Rocket Lawyerrocketlawyer.com10.7%

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)14799.3%
Shopping ad (product name and price)10.7%

Example ads

12 ads

Distinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.

  • EverQuoteText ad

    Need SR-22 or FR-44?

    Shown 56 times

  • NerdwalletText ad

    Compare Car Insurance

    Shown 9 times

  • The ZebraText ad

    We Search, You Save

    Shown 7 times

  • GEICOText ad

    Comparing Auto Insurance Companies?

    Shown 5 times

  • BestMoneyText ad

    Best SR-22 Car Insurance Options 2026

    Shown 2 times

  • Money.comText ad

    Pay Less for Car Insurance

    Shown 2 times

  • JerryText ad

    Car insurance quotes without spam calls.

    Shown 1 time

  • InsurifyText ad

    SR-22 Auto Insurance

    Shown 1 time

  • Careington1Text ad

    The Careington 500 Series, Explained

    Shown 1 time

  • Insurance Auto GroupText ad

    Compare Auto Insurance in Minutes

    Shown 1 time

  • GrouponShopping ad

    Things to Do Near You

    $47.20

    Shown 1 time

  • Rocket LawyerText ad

    Get Clear Legal Answers.

    Shown 1 time

Example conversations

12 examples

Chosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.

  1. In a conversation that began “my premium tripled after an at fault accident, should i shop around now or wait until it drops off”, after the follow-up message, ChatGPT showed an ad from Nerdwallet.

    Text ad: “Compare Car Insurance”

    Fix or choose question · Oct 4, 02:23 ET

  2. In a conversation that began “non owner sr22 cost”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “Need SR-22 or FR-44?”

    Price question · Oct 3, 23:17 ET

  3. In a conversation that began “is geico or state farm better for a driver with two speeding tickets and a minor accident”, after the follow-up message, ChatGPT showed an ad from GEICO.

    Text ad: “Comparing Auto Insurance Companies?”

    Comparison question · Oct 3, 23:29 ET

  4. In a conversation that began “is bristol west worth it”, after the follow-up message, ChatGPT showed an ad from The Zebra.

    Text ad: “Looking for Car Insurance?”

    Worth it question · Oct 4, 04:43 ET

  5. In a conversation that began “I drive a 2018 Dodge Challenger and have two speeding tickets, quotes are 500 a month in Georgia, is there anyone cheaper?”, after the follow-up message, ChatGPT showed an ad from BestMoney.

    Text ad: “Find Cheaper Car Insurance”

    Long scenario question · Oct 3, 22:57 ET

  6. In a conversation that began “i moved from texas to colorado with an active sr22, how do i transfer the filing to the new state”, after the follow-up message, ChatGPT showed an ad from Insurify.

    Text ad: “SR-22 Auto Insurance”

    Fix or choose question · Oct 3, 23:27 ET

  7. In a conversation that began “when do speeding tickets stop affecting rates”, after the follow-up message, ChatGPT showed an ad from Insurance Auto Group.

    Text ad: “Compare Auto Insurance in Minutes”

    Fix or choose question · Oct 3, 23:23 ET

  8. In a conversation that began “how to find insurance after too many claims”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “Coverage for high-risk”

    Fix or choose question · Oct 3, 22:57 ET

  9. In a conversation that began “is it worth filing a small claim if i'm already considered high risk by my insurer”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “No-fault insurance”

    Worth it question · Oct 3, 23:03 ET

  10. In a conversation that began “sr22 insurance quotes in florida”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “Need SR-22 or FR-44?”

    Price question · Oct 3, 22:59 ET

  11. In a conversation that began “is it worth switching to a high risk insurer or waiting for tickets to fall off my record”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “Coverage for high-risk”

    Worth it question · Oct 4, 03:20 ET

  12. In a conversation that began “national general auto”, after the follow-up message, ChatGPT showed an ad from GEICO.

    Text ad: “Comparing Auto Insurance Companies?”

    Short search question · Oct 3, 23:11 ET

Question types

How the conversations on this topic were asked, and how many of the shown ads came from each kind.

Question typeConversationsAds shownShare
Best for
“best … for …” questions
303020.3%
Comparison
one product or service against another, or alternatives
222214.9%
Price
what something costs or where to buy it cheaply
222214.9%
Fix or choose
a problem to fix, or a choice to make
222214.9%
Long scenario
a personal situation in a sentence or two
222214.9%
Short search
a few words, like a search box
151510.1%
Worth it
whether something is worth buying or switching to
151510.1%

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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