Insurance

Workers' Comp Insurance ads in ChatGPT

Ads shown in ChatGPT conversations about Workers' Comp Insurance. We recorded 140 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 139 ads from 30 advertisers. Most often shown: Harness Insure, Jotform and Intuit Quickbooks.

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

140
conversations recorded
139
ads shown
30
advertisers
0%
shopping ads

Advertisers shown in Workers' Comp Insurance conversations

top 25 of 30

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 139 shown ads.

#AdvertiserWebsiteAds shownShare
1Harness Insureharnessinsure.com2417.3%
2Jotformjotform.com2316.5%
3Intuit Quickbooksintuit.com1611.5%
4EverQuoteeverquote.com128.6%
5Humani HRhumanihr.com128.6%
6BBSIbbsi.com75.0%
7CoAd.coad.com75.0%
8Hiscox Insurance Companyhiscox.com75.0%
9Gaslamp Insurance Servicesgaslampinsurance.com42.9%
10choosecharlie.comchoosecharlie.com21.4%
11Clinton Alford Insurance Agencyalfordinsurance.agency21.4%
12Footbridge Mediafootbridgemedia.com21.4%
13Gadzoomgadzoom.net21.4%
14NOW Insurance Servicesnowinsurance.com21.4%
15The Zebrathezebra.com21.4%
16Colonial Surety Companycolonialsurety.com10.7%
17Crunchtimecrunchtime.com10.7%
18First Connect Insurance Servicesfirstconnectinsurance.com10.7%
19GetAppgetapp.com10.7%
20Insure Fitness Groupinsurefitness.com10.7%
21Lathrop Insurancelathropinsurance.com10.7%
22LawEnginelawengine.ai10.7%
23Macroscopemacroscope.com10.7%
24MATTOS INSURANCEmattosinsurance.com10.7%
25nextinsurance.comnextinsurance.com10.7%

5 more advertisers shared the other 5 shown ads.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)139100.0%
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.

  • Intuit QuickbooksText ad

    Payroll Protection $25K

    Shown 15 times

  • Harness InsureText ad

    Contractor Insurance for Your Business

    Shown 14 times

  • JotformText ad

    Workers Comp Waiver Form

    Shown 13 times

  • Humani HRText ad

    Full-Service HR

    Shown 12 times

  • EverQuoteText ad

    Insurance near you

    Shown 11 times

  • CoAd.Text ad

    HR Support That Keeps Your Business Moving

    Shown 7 times

  • BBSIText ad

    Workers' Comp Insurance

    Shown 6 times

  • Hiscox Insurance CompanyText ad

    Affordable Coverage

    Shown 3 times

  • GadzoomText ad

    Accident Prevention Plan - Gadzoom

    Shown 2 times

  • NOW Insurance ServicesText ad

    A Simpler Way to Insure

    Shown 2 times

  • Clinton Alford Insurance AgencyText ad

    Commercial Liability

    Shown 2 times

  • choosecharlie.comText ad

    Law Offices of Charles N Therman LTD

    No Fee Unless We Win - Get Your Free Consultation!

    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 workers comp for a small landscaping crew of five in north carolina”, after the follow-up message, ChatGPT showed an ad from Gadzoom.

    Text ad: “Accident Prevention Plan - Gadzoom”

    Best for question · Oct 3, 23:34 ET

  2. In a conversation that began “is workers comp worth it if all my workers are 1099 contractors”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “Workers Comp Waiver Form”

    Worth it question · Oct 4, 03:38 ET

  3. In a conversation that began “is pay as you go workers comp worth it”, after the follow-up message, ChatGPT showed an ad from CoAd..

    Text ad: “HR Support That Keeps Your Business Moving”

    Worth it question · Oct 4, 04:22 ET

  4. In a conversation that began “my restaurant in Chicago has 20 part time staff and our workers comp audit bills keep surprising us, would pay as you go fix that?”, after the follow-up message, ChatGPT showed an ad from Crunchtime.

    Text ad: “Restaurant Scheduling”

    Long scenario question · Oct 4, 01:46 ET

  5. In a conversation that began “my workers comp audit came back with a 9,000 dollar bill because of payroll changes, how do i avoid that next year”, after the follow-up message, ChatGPT showed an ad from Hiscox Insurance Company.

    Text ad: “New Business Coverage”

    Fix or choose question · Oct 4, 05:14 ET

  6. In a conversation that began “our experience mod went up after one big claim, how do i find a carrier that will still give fair rates”, after the follow-up message, ChatGPT showed an ad from First Connect Insurance Services.

    Text ad: “✅ Access National General + 150 P&C Carriers.”

    Fix or choose question · Oct 4, 04:23 ET

  7. In a conversation that began “next vs biberk workers comp for a handyman business with one employee”, after the follow-up message, ChatGPT showed an ad from Harness Insure.

    Text ad: “Insurance Built for Contractors”

    Comparison question · Oct 4, 00:53 ET

  8. In a conversation that began “gusto vs adp pay as you go workers comp”, after the follow-up message, ChatGPT showed an ad from Paycom.

    Text ad: “One Platform for HR”

    Comparison question · Oct 4, 01:34 ET

  9. In a conversation that began “our landscaping company in North Carolina hires extra seasonal workers every spring, which workers comp option handles changing payroll best?”, after the follow-up message, ChatGPT showed an ad from Humani HR.

    Text ad: “Full-Service HR”

    Long scenario question · Oct 4, 01:01 ET

  10. In a conversation that began “is it worth covering myself as the owner on my small business workers comp policy”, after the follow-up message, ChatGPT showed an ad from Intuit Quickbooks.

    Text ad: “Payroll Protection $25K”

    Worth it question · Oct 4, 03:14 ET

  11. In a conversation that began “huckleberry vs pie insurance”, after the follow-up message, ChatGPT showed an ad from Clinton Alford Insurance Agency.

    Text ad: “Commercial Liability”

    Comparison question · Oct 4, 03:05 ET

  12. In a conversation that began “our experience mod jumped to 1.3 after a bad claim at our manufacturing shop in Ohio, which carriers will still write us at a fair rate?”, after the follow-up message, ChatGPT showed an ad from Gaslamp Insurance Services.

    Text ad: “Insurance for Contractors”

    Long scenario question · Oct 4, 04:17 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
282820.1%
Comparison
one product or service against another, or alternatives
212115.1%
Price
what something costs or where to buy it cheaply
212115.1%
Fix or choose
a problem to fix, or a choice to make
212014.4%
Long scenario
a personal situation in a sentence or two
212115.1%
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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