Small Business Tools

Invoicing Software ads in ChatGPT

Ads shown in ChatGPT conversations about Invoicing Software. We recorded 135 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 134 ads from 30 advertisers. Most often shown: Intuit Quickbooks, Jotform and GetApp.

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

135
conversations recorded
134
ads shown
30
advertisers
0%
shopping ads

Advertisers shown in Invoicing Software conversations

top 25 of 30

Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 134 shown ads.

#AdvertiserWebsiteAds shownShare
1Intuit Quickbooksintuit.com5138.1%
2Jotformjotform.com2921.6%
3GetAppgetapp.com107.5%
4Harvestgetharvest.com53.7%
5Jobbergetjobber.com53.7%
6Deeldeel.com43.0%
7Invoice Homeinvoicehome.com32.2%
8Novonovo.co32.2%
9Stripestripe.com32.2%
10Acumaticaacumatica.com10.7%
11BigTime Softwarebigtime.net10.7%
12BuildPassbuildpass.ai10.7%
13Capterracapterra.com10.7%
14Constant Contactconstantcontact.com10.7%
15Constructable AIconstructable.ai10.7%
16cyberfunnels.comcyberfunnels.com10.7%
17Faire Wholesalefaire.com10.7%
18Flodeskflodesk.com10.7%
19Formula Inboxformulainbox.com10.7%
20HighLevelgohighlevel.com10.7%
21Kitchen.cokitchen.co10.7%
22Lucid Softwarelucid.co10.7%
23Monday.commonday.com10.7%
24PATLivepatlive.com10.7%
25Rayonrayon.design10.7%

5 more advertisers shared the other 5 shown ads.

Ad formats

FormatAds shownShare
Text ad (advertiser name and headline)134100.0%
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

    Invoice Software for Solo Businesses

    Shown 12 times

  • JotformText ad

    Free Billing Invoice PDF

    Shown 5 times

  • GetAppText ad

    Invoicing Made Simple

    Shown 5 times

  • DeelText ad

    Deel

    Shown 4 times

  • HarvestText ad

    Invoices online tool

    Shown 4 times

  • NovoText ad

    Free Invoicing Tools | Novo

    Shown 3 times

  • JobberText ad

    One App, Not Five

    Shown 2 times

  • Invoice HomeText ad

    Free Invoice Maker

    Shown 2 times

  • SynderText ad

    Synder: Accounting Automation Software

    Shown 1 time

  • Monday.comText ad

    The CRM that adapts to your process

    Shown 1 time

  • Lucid SoftwareText ad

    Design Better Wireframes Before Development

    Shown 1 time

  • PATLiveText ad

    24/7 Live Receptionists

    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 “I bill three retainer clients every month as a consultant and want invoices to go out automatically, what tool would you recommend?”, after the follow-up message, ChatGPT showed an ad from Harvest.

    Text ad: “Turn hours into profit”

    Long scenario question · Oct 3, 23:27 ET

  2. In a conversation that began “best invoicing app for a house painter who wants to send invoices from the job site”, after the follow-up message, ChatGPT showed an ad from Jotform.

    Text ad: “Free Painting Proposal PDF”

    Best for question · Oct 4, 01:36 ET

  3. In a conversation that began “how do i choose an invoicing tool if i need estimates, contracts and payments in one place”, after the follow-up message, ChatGPT showed an ad from Intuit Quickbooks.

    Text ad: “Invoice Software for Solo Businesses”

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

  4. In a conversation that began “a client is 60 days late on a $3,000 invoice, how should i follow up”, after the follow-up message, ChatGPT showed an ad from GetApp.

    Text ad: “Invoicing Made Simple”

    Fix or choose question · Oct 3, 23:04 ET

  5. In a conversation that began “I tried FreshBooks but it feels like too much for me, is there a simpler free invoicing app for a solo freelancer?”, after the follow-up message, ChatGPT showed an ad from Novo.

    Text ad: “Free Invoicing Tools | Novo”

    Long scenario question · Oct 4, 03:46 ET

  6. In a conversation that began “is invoice simple worth paying for”, after the follow-up message, ChatGPT showed an ad from Capterra.

    Text ad: “Invoicing Software Reviews”

    Worth it question · Oct 3, 23:06 ET

  7. In a conversation that began “how much does it cost to add recurring invoices in wave or zoho”, after the follow-up message, ChatGPT showed an ad from Stripe.

    Text ad: “Customer billing portal”

    Price question · Oct 4, 00:31 ET

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

    Text ad: “GoHighLevel CRM is so much Better”

    Short search question · Oct 3, 23:28 ET

  9. In a conversation that began “best invoicing app for a photographer who also needs contracts and a client portal”, after the follow-up message, ChatGPT showed an ad from Kitchen.co.

    Text ad: “Client Portal. Pay Once”

    Best for question · Oct 4, 00:26 ET

  10. In a conversation that began “xero vs freshbooks for a small agency”, after the follow-up message, ChatGPT showed an ad from Deel.

    Text ad: “Deel”

    Comparison question · Oct 4, 05:11 ET

  11. In a conversation that began “invoice simple vs joist for contractors”, after the follow-up message, ChatGPT showed an ad from Constructable AI.

    Text ad: “Field + Office, One App”

    Comparison question · Oct 3, 23:20 ET

  12. In a conversation that began “We're a small painting company and want to send estimates that customers can approve and then convert to invoices, what should we use?”, after the follow-up message, ChatGPT showed an ad from Acumatica.

    Text ad: “Run Smarter Construction Projects”

    Long scenario question · Oct 3, 23:29 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
272619.4%
Price
what something costs or where to buy it cheaply
222216.4%
Long scenario
a personal situation in a sentence or two
222216.4%
Comparison
one product or service against another, or alternatives
212115.7%
Fix or choose
a problem to fix, or a choice to make
181813.4%
Worth it
whether something is worth buying or switching to
141410.4%
Short search
a few words, like a search box
11118.2%

More in Small Business Tools

Other Small Business Tools 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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