Insurance

Condo Insurance ads in ChatGPT

Ads shown in ChatGPT conversations about Condo Insurance. We recorded 140 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 138 ads from 29 advertisers. Most often shown: GEICO, The Zebra and EverQuote.

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

140
conversations recorded
138
ads shown
29
advertisers
0%
shopping ads

Advertisers shown in Condo Insurance conversations

top 25 of 29

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 138 shown ads.

#AdvertiserWebsiteAds shownShare
1GEICOgeico.com3223.2%
2The Zebrathezebra.com2921.0%
3EverQuoteeverquote.com1913.8%
4NOW Insurance Servicesnowinsurance.com85.8%
5BestMoneybestmoney.com75.1%
6Harvest Insurance Agencyharvest.insure53.6%
7SimpliSafesimplisafe.com53.6%
8Lathrop Insurancelathropinsurance.com42.9%
9Kin Insurancekin.com32.2%
10The Military Walletthemilitarywallet.com32.2%
11Alpha Insurance Agencyalphala.com21.4%
12Black Diamond Claims Solutionsblackdiamondclaimssolutions.com21.4%
13Jotformjotform.com21.4%
14Liberty Mutual Insurancelibertymutual.com21.4%
15All Property Managementallpropertymanagement.com10.7%
16azroof.comazroof.com10.7%
17bookvrc.combookvrc.com10.7%
18Coastal Insurance Solutionscoastalinsurancesolution.com10.7%
19consumeraffairs.comconsumeraffairs.com10.7%
20Forbesforbes.com10.7%
21heycharley.comheycharley.com10.7%
22Initialed AIinitialed.ai10.7%
23Insurance Professionals of Arizonainsuranceproaz.com10.7%
24Lemonadelemonade.com10.7%
25My Write Off Valuationsmywriteoff.com10.7%

4 more advertisers shared the other 4 shown ads.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)138100.0%
Shopping ad (product name and price)00.0%

Example ads

12 ads

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

  • EverQuoteText ad

    Insurance near you

    Shown 16 times

  • GEICOText ad

    GEICO Bundles Can Get You Additional Savings

    Shown 13 times

  • The ZebraText ad

    Compare Rates Today

    Shown 12 times

  • NOW Insurance ServicesText ad

    A Simpler Way to Insure

    Shown 8 times

  • BestMoneyText ad

    10 Best Auto & Home Insurance 2026

    Shown 6 times

  • Lathrop InsuranceText ad

    Home Insurance Experts

    Shown 4 times

  • SimpliSafeText ad

    New Home Offer: 50% Off

    Shown 3 times

  • Harvest Insurance AgencyText ad

    Compare FL Homeowners Rates

    Shown 3 times

  • Alpha Insurance AgencyText ad

    Homeowners Coverage

    Shown 2 times

  • Kin InsuranceText ad

    Home Insurance For Florida

    Shown 2 times

  • Liberty Mutual InsuranceText ad

    Bundle Auto And Home

    Shown 2 times

  • Black Diamond Claims SolutionsText ad

    Your Home Insurance will cover it:

    Shown 2 times

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 “best condo insurance for renting out my unit”, after the follow-up message, ChatGPT showed an ad from GEICO.

    Text ad: “Save More by Bundling Policies”

    Best for question · Oct 3, 23:29 ET

  2. In a conversation that began “my condo building just announced a 40k special assessment after storm damage, would loss assessment coverage help me next time”, after the follow-up message, ChatGPT showed an ad from azroof.com.

    Text ad: “Roof Leaking Right Now?”

    Fix or choose question · Oct 3, 23:02 ET

  3. In a conversation that began “the unit above me leaked and ruined my ceiling, the hoa says it's my problem, what ho6 coverage should i have”, after the follow-up message, ChatGPT showed an ad from Alpha Insurance Agency.

    Text ad: “Homeowners Coverage”

    Fix or choose question · Oct 4, 01:47 ET

  4. In a conversation that began “best condo insurance for a unit i rent out long term to a tenant in san diego”, after the follow-up message, ChatGPT showed an ad from rentrpm.com.

    Text ad: “Est. 1975, Family-Owned, Local and Independent”

    Best for question · Oct 4, 02:27 ET

  5. In a conversation that began “ho-6 policy”, after the follow-up message, ChatGPT showed an ad from Harvest Insurance Agency.

    Text ad: “Compare Florida Home Coverage”

    Short search question · Oct 3, 23:20 ET

  6. In a conversation that began “is it worth adding extended coverage for improvements i made to my condo kitchen”, after the follow-up message, ChatGPT showed an ad from Neptune Flood.

    Text ad: “Get Flood Insurance Fast”

    Worth it question · Oct 4, 00:51 ET

  7. In a conversation that began “is high liability on ho6 worth it”, after the follow-up message, ChatGPT showed an ad from NOW Insurance Services.

    Text ad: “A Simpler Way to Insure”

    Worth it question · Oct 3, 23:27 ET

  8. In a conversation that began “travelers vs allstate ho6”, after the follow-up message, ChatGPT showed an ad from The Zebra.

    Text ad: “Compare Home Insurers”

    Comparison question · Oct 4, 03:52 ET

  9. In a conversation that began “my HOA in Chicago just raised dues to cover insurance and now wants owners to carry 50k loss assessment, which insurer is cheapest for that?”, after the follow-up message, ChatGPT showed an ad from BestMoney.

    Text ad: “Home Insurance Quotes 2026”

    Long scenario question · Oct 3, 23:07 ET

  10. In a conversation that began “average condo insurance cost for a 2 bedroom unit in a high rise in chicago”, after the follow-up message, ChatGPT showed an ad from EverQuote.

    Text ad: “Insurance near you”

    Price question · Oct 3, 23:20 ET

  11. In a conversation that began “I rent my condo in San Diego to a long term tenant now, my insurer says I need a different policy, what type and which company?”, after the follow-up message, ChatGPT showed an ad from heycharley.com.

    Text ad: “Auto & Home Insurance On Your Terms”

    Long scenario question · Oct 3, 23:17 ET

  12. In a conversation that began “best condo insurance for a top floor unit in denver with a lot of hail on the roof”, after the follow-up message, ChatGPT showed an ad from Romco Roofing.

    Text ad: “Storm Damage Roof Repair – Free Inspection”

    Best for question · Oct 4, 03:09 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
282820.3%
Comparison
one product or service against another, or alternatives
212115.2%
Price
what something costs or where to buy it cheaply
212115.2%
Fix or choose
a problem to fix, or a choice to make
211913.8%
Long scenario
a personal situation in a sentence or two
212115.2%
Short search
a few words, like a search box
141410.1%
Worth it
whether something is worth buying or switching to
141410.1%

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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