Legal Practice Software ads in ChatGPT
Ads shown in ChatGPT conversations about Legal Practice Software. We recorded 150 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 150 ads from 27 advertisers. Most often shown: Lawyer.com, mycase.com and Bilr.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Legal Practice Software conversations
top 25 of 27Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 150 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Lawyer.com | 55 | 36.7% |
| 2 | mycase.com | 27 | 18.0% |
| 3 | Bilr | 10 | 6.7% |
| 4 | Ironclad | 9 | 6.0% |
| 5 | CARET Legal | 8 | 5.3% |
| 6 | Spellbook | 5 | 3.3% |
| 7 | StrongSuit | 5 | 3.3% |
| 8 | GetApp | 4 | 2.7% |
| 9 | Hennessey Digital | 4 | 2.7% |
| 10 | RizeUp Media | 3 | 2.0% |
| 11 | AnswerConnect | 2 | 1.3% |
| 12 | Capterra | 2 | 1.3% |
| 13 | Intuit Quickbooks | 2 | 1.3% |
| 14 | Automat | 1 | 0.7% |
| 15 | CloudNine eDiscovery | 1 | 0.7% |
| 16 | Consultwebs | 1 | 0.7% |
| 17 | Crisp | 1 | 0.7% |
| 18 | Digital Law Marketing | 1 | 0.7% |
| 19 | General Legal | 1 | 0.7% |
| 20 | healow | 1 | 0.7% |
| 21 | Jotform | 1 | 0.7% |
| 22 | Law Firm Velocity - Paul W Carlson, CPA | 1 | 0.7% |
| 23 | Lawlink.ai | 1 | 0.7% |
| 24 | Monday.com | 1 | 0.7% |
| 25 | Regus - US | 1 | 0.7% |
2 more advertisers shared the other 2 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 150 | 100.0% |
| Shopping ad (product name and price) | 0 | 0.0% |
Example ads
12 adsDistinct ads as shown (ignoring capitalization), most frequent first, one per advertiser where possible.
- Lawyer.comText ad
Law Firm Calls, Converted
Shown 34 times
- mycase.comText ad
8am
MyCase: Built for Law Firms
Shown 22 times
- CARET LegalText ad
Law Firm Financial Software
Shown 5 times
- BilrText ad
Smarter LEDES & UTBMS Billing | Bilr
Shown 5 times
- SpellbookText ad
AI Built for Lawyers
Shown 5 times
- StrongSuitText ad
AI Built for Litigation Firms
Shown 5 times
- Hennessey DigitalText ad
Request Your Firm's Free AI Visibility Report!
Shown 4 times
- RizeUp MediaText ad
Is ChatGPT Finding Your Firm?
Shown 3 times
- IroncladText ad
Contract Summaries for General Counsel
Shown 3 times
- GetAppText ad
Automate Approvals Fast
Shown 3 times
- AnswerConnectText ad
Forbes #1 Answering Service | AnswerConnect
Shown 2 times
- General LegalText ad
AI-Native Execution for Legal Work
Shown 1 time
Example conversations
12 examplesChosen to cover different advertisers and question types. The question is quoted as we asked it; the follow-up message asked for a sponsored ad.
In a conversation that began “how much does clio cost per user”, after the follow-up message, ChatGPT showed an ad from mycase.com.
Text ad: “MyCase: Built for Law Firms”
Price question · Oct 4, 05:31 ET
In a conversation that began “what tech stack does a solo attorney need to run a paperless practice”, after the follow-up message, ChatGPT showed an ad from Lawyer.com.
Text ad: “24/7 Law Firm Answering”
Fix or choose question · Oct 4, 01:44 ET
In a conversation that began “how much does ediscovery software cost for a case with 200,000 documents”, after the follow-up message, ChatGPT showed an ad from CloudNine eDiscovery.
Text ad: “Do Discovery In-House”
Price question · Oct 4, 01:26 ET
In a conversation that began “tabs3 vs clio for an older firm moving its billing to the cloud”, after the follow-up message, ChatGPT showed an ad from CARET Legal.
Text ad: “Law Firm Financial Software”
Comparison question · Oct 4, 03:57 ET
In a conversation that began “how to automate legal documents”, after the follow-up message, ChatGPT showed an ad from Ironclad.
Text ad: “Contract Automation for General Counsel”
Fix or choose question · Oct 4, 01:07 ET
In a conversation that began “is a legal ai tool worth paying for if i already have westlaw”, after the follow-up message, ChatGPT showed an ad from StrongSuit.
Text ad: “AI Built for Litigation Firms”
Worth it question · Oct 4, 00:10 ET
In a conversation that began “is filevine or litify better for a personal injury firm with 20 attorneys and lots of case staff”, after the follow-up message, ChatGPT showed an ad from Hennessey Digital.
Text ad: “Request Your Firm's Free AI Visibility Report!”
Comparison question · Oct 4, 04:09 ET
In a conversation that began “are legal ai tools worth it”, after the follow-up message, ChatGPT showed an ad from GetApp.
Text ad: “Automate Approvals Fast”
Worth it question · Oct 4, 00:02 ET
In a conversation that began “smokeball vs clio for small law firms”, after the follow-up message, ChatGPT showed an ad from RizeUp Media.
Text ad: “Is ChatGPT Finding Your Firm?”
Comparison question · Oct 4, 03:29 ET
In a conversation that began “what's the best way to move 10 years of matters and billing history to a new practice management system”, after the follow-up message, ChatGPT showed an ad from mycase.com.
Text ad: “MyCase: Built for Law Firms”
Fix or choose question · Oct 4, 05:45 ET
In a conversation that began “our boutique ip firm needs docketing for patent and trademark deadlines, what software do ip firms use?”, after the follow-up message, ChatGPT showed an ad from Lawyer.com.
Text ad: “Law Firm Calls, Converted”
Long scenario question · Oct 3, 23:53 ET
In a conversation that began “best practice management software for a five attorney firm moving from paper files and an old billing program”, after the follow-up message, ChatGPT showed an ad from CARET Legal.
Text ad: “CARET Legal Practice Software”
Best for question · Oct 4, 01:26 ET
Question types
How the conversations on this topic were asked, and how many of the shown ads came from each kind.
| Question type | Ads shown | Share |
|---|---|---|
| Best for | 30 | 20.0% |
| Comparison | 23 | 15.3% |
| Fix or choose | 23 | 15.3% |
| Price | 22 | 14.7% |
| Long scenario | 22 | 14.7% |
| Short search | 15 | 10.0% |
| Worth it | 15 | 10.0% |
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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