Business Software

Invoicing & Billing ads in ChatGPT

Ads shown in ChatGPT conversations about Invoicing & Billing. We recorded 152 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 150 ads from 31 advertisers. Most often shown: Intuit Quickbooks, Jotform and Stripe.

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

152
conversations recorded
150
ads shown
31
advertisers
0%
shopping ads

Advertisers shown in Invoicing & Billing conversations

top 25 of 31

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 150 shown ads.

#AdvertiserWebsiteAds shownShare
1Intuit Quickbooksintuit.com4731.3%
2Jotformjotform.com2919.3%
3Stripestripe.com2818.7%
4GetAppgetapp.com85.3%
5Auxisauxis.com32.0%
6Deeldeel.com32.0%
7Constructable AIconstructable.ai21.3%
8Happy Coghappycog.com21.3%
9HighLevelgohighlevel.com21.3%
10Novonovo.co21.3%
11Pipedrivepipedrive.com21.3%
12Syndersynder.com21.3%
13Tabs Platformtabs.com21.3%
14ActiveCampaignactivecampaign.com10.7%
15BigTime Softwarebigtime.net10.7%
16Chartedcharted.com10.7%
17ClassPass Partnersclasspass.com10.7%
18Constant Contactconstantcontact.com10.7%
19Datarailsdatarails.com10.7%
20Gong.iogong.io10.7%
21Harvestgetharvest.com10.7%
22Housecall Prohousecallpro.com10.7%
23Jobbergetjobber.com10.7%
24Kefron APkefron.com10.7%
25Nuveinuvei.com10.7%

6 more advertisers shared the other 6 shown ads.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)150100.0%
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.

  • StripeText ad

    Customer billing portal

    Shown 22 times

  • Intuit QuickbooksText ad

    Free Invoice Templates

    Shown 13 times

  • GetAppText ad

    Invoicing Made Simple

    Shown 4 times

  • JotformText ad

    Free Billing Invoice PDF

    Shown 4 times

  • DeelText ad

    Deel

    Shown 3 times

  • Happy CogText ad

    Stripe, done right

    Shown 2 times

  • NovoText ad

    Free Invoicing Tools | Novo

    Shown 2 times

  • SynderText ad

    Synder: Accounting Automation Software

    Shown 2 times

  • AuxisText ad

    Nearshore Finance Outsourcing

    Shown 2 times

  • Tabs PlatformText ad

    Modern Billing Built for B2B SaaS

    Shown 1 time

  • TipaltiText ad

    Supplier Payments For Manufacturers

    Shown 1 time

  • PipedriveText ad

    Pipedrive | The Sales CRM

    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 “how to send automatic payment reminders”, after the follow-up message, ChatGPT showed an ad from Novo.

    Text ad: “Free Invoicing Tools | Novo”

    Fix or choose question · Oct 3, 23:13 ET

  2. In a conversation that began “is honeybook worth the money”, after the follow-up message, ChatGPT showed an ad from Pipedrive.

    Text ad: “Pipedrive | The Sales CRM”

    Worth it question · Oct 4, 04:22 ET

  3. In a conversation that began “our failed card payments cost us thousands each month, how do we set up better dunning?”, after the follow-up message, ChatGPT showed an ad from Stripe.

    Text ad: “Customer billing portal”

    Fix or choose question · Oct 3, 23:03 ET

  4. In a conversation that began “is freshbooks worth it for invoicing”, after the follow-up message, ChatGPT showed an ad from Constructable AI.

    Text ad: “Bulk Invoice Import”

    Worth it question · Oct 3, 23:17 ET

  5. In a conversation that began “best invoice software for small business”, after the follow-up message, ChatGPT showed an ad from Intuit Quickbooks.

    Text ad: “Invoice Software for Solo Businesses”

    Best for question · Oct 3, 23:26 ET

  6. In a conversation that began “best recurring billing for saas startups”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “Online Payment Forms”

    Best for question · Oct 3, 23:03 ET

  7. In a conversation that began “I own a small hvac company and techs write paper invoices on site, what app lets them invoice and take payment from their phones?”, after the follow-up message, ChatGPT showed an ad from GetApp.

    Text ad: “Run Your HVAC Business”

    Long scenario question · Oct 4, 03:54 ET

  8. In a conversation that began “honeybook review”, after the follow-up message, ChatGPT showed an ad from Constant Contact.

    Text ad: “AI-Powered Email Tools”

    Short search question · Oct 4, 00:30 ET

  9. In a conversation that began “what does it cost to pass credit card fees to clients on invoices and is that allowed”, after the follow-up message, ChatGPT showed an ad from Relay.

    Text ad: “All-In-One Business Banking & Money Management”

    Price question · Oct 4, 00:12 ET

  10. In a conversation that began “how much does ar automation software cost for a company sending 2,000 invoices a month”, after the follow-up message, ChatGPT showed an ad from Kefron AP.

    Text ad: “Cut Invoice Processing Time by 80%”

    Price question · Oct 4, 03:37 ET

  11. In a conversation that began “versapay vs billtrust for a mid size manufacturer automating accounts receivable”, after the follow-up message, ChatGPT showed an ad from Auxis.

    Text ad: “Nearshore Finance Outsourcing”

    Comparison question · Oct 4, 05:48 ET

  12. In a conversation that began “is stripe billing worth it for saas”, after the follow-up message, ChatGPT showed an ad from HighLevel.

    Text ad: “GoHighLevel Pricing”

    Worth it question · Oct 4, 02:01 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
303020.0%
Comparison
one product or service against another, or alternatives
232214.7%
Price
what something costs or where to buy it cheaply
232315.3%
Long scenario
a personal situation in a sentence or two
232214.7%
Fix or choose
a problem to fix, or a choice to make
222214.7%
Short search
a few words, like a search box
161610.7%
Worth it
whether something is worth buying or switching to
151510.0%

More in Business Software

Other Business Software 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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