Advertiser

Ironclad ads in ChatGPT

In our capture of logged-out ChatGPT, 586 ads from Ironclad appeared on screen (all text ads), in 49 distinct ad copies across 10 industries and 82 topics. Each one appeared after our follow-up message asking for a sponsored ad.

ironcladapp.comLogged-out ChatGPT, USOct 3⁠–⁠4, 2026

ads shown
586
distinct ad copies
49
industries
10
topics
82

Logged-out ChatGPT from US connections, Oct 3⁠–⁠4, 2026. Each ad came after our follow-up message asking for a sponsored ad, so the counts show where Ironclad advertised, not how often ChatGPT shows its ads.

Ad copies

Ironclad ad copies, most shown first

Each distinct ad copy in our capture, most shown first: the headline of a text ad, or the product and price of a shopping ad. Under each, up to five questions asked in conversations where it appeared, as we asked them; in every one, the ad appeared after our follow-up message asking for a sponsored ad.

top 24 of 49

  • IroncladSponsored

    Contract SOC2 Compliance for IT

    Text ad · shown 205 times

    Questions it appeared after

    1. “we're a defense supplier working toward cmmc level 2 and need audit logging and review, which siem options are practical for 80 users?”SIEM · Oct 3, 9:23 pm ET
    2. “what is a soc 2 bridge letter”Compliance Automation · Oct 3, 9:25 pm ET
    3. “best mdr for hybrid cloud environments”Managed Detection & Response · Oct 3, 9:29 pm ET
    4. “what does a cyber insurer actually mean when the application asks if we have edr on all endpoints”EDR & XDR · Oct 3, 9:33 pm ET
    5. “our customer wants a pentest letter of attestation, what's the difference between that and the full report”Penetration Testing Services · Oct 3, 11:02 pm ET

    +200 more conversations with this ad copy

  • IroncladSponsored

    Contract Access Control for IT

    Text ad · shown 83 times

    Questions it appeared after

    1. “how to prepare for a soc 2 audit”Compliance Automation · Oct 3, 9:27 pm ET
    2. “our company is fully remote with 80 people on macs and okta, what mdr covers identity attacks and laptops without needing an office network?”Managed Detection & Response · Oct 3, 9:30 pm ET
    3. “is jumpcloud worth it”Identity & Access Management · Oct 3, 9:33 pm ET
    4. “privileged access management”Privileged Access Management · Oct 3, 9:47 pm ET
    5. “network penetration test”Penetration Testing Services · Oct 3, 11:21 pm ET

    +78 more conversations with this ad copy

  • IroncladSponsored

    Contract ISO 27001 Compliance for IT

    Text ad · shown 36 times

    Questions it appeared after

    1. “is iso 27001 worth getting”Compliance Automation · Oct 3, 9:37 pm ET
    2. “how to give vendors temporary access securely”Privileged Access Management · Oct 3, 9:42 pm ET
    3. “yubikey cost per employee”Identity & Access Management · Oct 3, 9:58 pm ET
    4. “best siem for small business”SIEM · Oct 3, 10:42 pm ET
    5. “what should a pentest statement of work include so we don't get surprised by scope or cost”Penetration Testing Services · Oct 3, 11:11 pm ET

    +31 more conversations with this ad copy

  • IroncladSponsored

    Contract Data Security for IT

    Text ad · shown 35 times

    Questions it appeared after

    1. “best edr for healthcare organizations”EDR & XDR · Oct 3, 9:37 pm ET
    2. “how do we choose between soc 2 and iso 27001 when we sell to both us and european customers”Compliance Automation · Oct 3, 9:54 pm ET
    3. “cyberark vs beyondtrust for pam”Privileged Access Management · Oct 3, 9:57 pm ET
    4. “arctic wolf vs crowdstrike falcon complete”Managed Detection & Response · Oct 3, 10:09 pm ET
    5. “what does varonis charge for data classification on 50 tb of file shares”Data Loss Prevention · Oct 3, 11:16 pm ET

    +30 more conversations with this ad copy

  • IroncladSponsored

    Contract Compliance for IT

    Text ad · shown 27 times

    Questions it appeared after

    1. “how to measure if our mdr is any good”Managed Detection & Response · Oct 3, 9:23 pm ET
    2. “pci dss compliance cost for small business”Compliance Automation · Oct 3, 9:25 pm ET
    3. “we're a credit union with 120 employees and examiners want documented security training and phishing results, which vendors fit our size?”Security Awareness Training · Oct 3, 9:45 pm ET
    4. “how do we roll out dlp in monitor only mode first so we don't break business processes”Data Loss Prevention · Oct 3, 11:11 pm ET
    5. “what should we fix first after a cloud security assessment found admin keys, public buckets and open security groups”Cloud Security Posture · Oct 4, 12:08 am ET

    +22 more conversations with this ad copy

  • IroncladSponsored

    Vendor Contract Review

    Text ad · shown 25 times

    Questions it appeared after

    1. “I'm evaluating edr for a 200 person manufacturer and every sales rep claims they're the best, how should I structure a fair two week bake off?”EDR & XDR · Oct 3, 9:56 pm ET
    2. “checkmarx vs snyk pricing for a 300 developer organization on a three year deal”Application Security Testing · Oct 4, 12:03 am ET
    3. “do saas negotiation services like vendr charge a percentage of savings or a flat annual fee”SaaS Management Platforms · Oct 4, 11:15 am ET
    4. “what should i ask practice management vendors about security, irs requirements and client data”Accounting Practice Management · Oct 4, 11:17 am ET
    5. “what coverage do wholesale buyers require”Product Liability Insurance · Oct 4, 11:21 am ET

    +20 more conversations with this ad copy

  • IroncladSponsored

    Contract Drafting for General Counsel

    Text ad · shown 19 times

    Questions it appeared after

    1. “a former client says my advice cost them money and is threatening to sue, what coverage should i have had”Professional Liability Insurance · Oct 3, 11:09 pm ET
    2. “best trademark service for a startup with a name that might be similar to others”Trademark Registration · Oct 4, 2:08 am ET
    3. “how can a small firm use ai for drafting safely without risking client confidentiality”Legal Practice Software · Oct 4, 4:22 am ET
    4. “what should a fence installation contract include about permits, utility marking and cleanup”Fence Installation · Oct 4, 4:59 am ET
    5. “best compliance software for a broker who keeps finding missing signatures after closing”Real Estate Transaction Management · Oct 4, 11:15 am ET

    +14 more conversations with this ad copy

  • IroncladSponsored

    Contract Summaries for General Counsel

    Text ad · shown 14 times

    Questions it appeared after

    1. “best professional liability insurance for a solo management consultant working with fortune 500 clients”Professional Liability Insurance · Oct 3, 11:34 pm ET
    2. “how much does it cost to set up a legal entity in the uk compared to using an eor”Global Payroll & EOR · Oct 4, 12:51 am ET
    3. “cheapest contract repository with renewal alerts for about 500 contracts”Contract Management · Oct 4, 4:31 am ET
    4. “is westlaw worth it for a solo attorney”Legal Practice Software · Oct 4, 5:07 am ET
    5. “should we pay for datasite on a $30 million deal or use a cheaper vdr like firmex”Virtual Data Rooms · Oct 4, 11:15 am ET

    +9 more conversations with this ad copy

  • IroncladSponsored

    Contract Automation for IT

    Text ad · shown 13 times

    Questions it appeared after

    1. “I'm the it manager at a 250 person company and requests come through email, slack and walk ups, what help desk would you recommend to organize everything?”IT Help Desk & ITSM · Oct 3, 11:36 pm ET
    2. “best help desk for a 5 person it team”IT Help Desk & ITSM · Oct 4, 12:47 am ET
    3. “our help desk is drowning in repetitive access requests, what automation would cut the volume the most”IT Help Desk & ITSM · Oct 4, 1:02 am ET

    +10 more conversations with this ad copy

  • IroncladSponsored

    Contract Drafting for GCs

    Text ad · shown 12 times

    Questions it appeared after

    1. “best bar review for a working attorney taking the uniform bar exam to add a new state license”LSAT, GMAT, GRE & Bar Prep · Oct 4, 2:52 am ET
    2. “should we switch from docusign clm to ironclad”Contract Management · Oct 4, 5:12 am ET
    3. “I run a construction company and need clients to sign change orders from job sites on their phones, what tool is easiest?”E-Signature · Oct 4, 5:18 am ET
    4. “what should a flooring installation contract include about subfloor repairs and furniture moving”Flooring Installation · Oct 4, 5:37 am ET
    5. “how to set up automatic court deadline reminders so nothing gets missed”Legal Practice Software · Oct 4, 5:37 am ET

    +7 more conversations with this ad copy

  • IroncladSponsored

    Contract Data Encryption for IT

    Text ad · shown 10 times

    Questions it appeared after

    1. “are yubikeys worth it for employees”Identity & Access Management · Oct 3, 9:51 pm ET
    2. “digital guardian pricing estimate”Data Loss Prevention · Oct 3, 11:17 pm ET

    +8 more conversations with this ad copy

  • IroncladSponsored

    Contract Review for General Counsel

    Text ad · shown 10 times

    Questions it appeared after

    1. “travelers vs chubb e&o”Professional Liability Insurance · Oct 3, 11:06 pm ET
    2. “best tech e&o insurance for a small saas startup that just signed its first enterprise contract”Professional Liability Insurance · Oct 3, 11:33 pm ET
    3. “my upwork developer delivered broken code, how do i get it fixed or get my money back”Freelancer Marketplaces · Oct 4, 2:00 am ET
    4. “chubb vs travelers for professional liability at a growing engineering firm”Professional Liability Insurance · Oct 4, 5:23 am ET
    5. “is a performance bond worth requiring from my contractor”Surety Bonds · Oct 4, 11:14 am ET

    +5 more conversations with this ad copy

  • IroncladSponsored

    Conrtract GDPR Compliance for IT

    Text ad · shown 8 times

    Questions it appeared after

    1. “I manage compliance at a regional hospital system and we're evaluating hitrust, is there software that makes the assessment process less painful?”Compliance Automation · Oct 3, 9:43 pm ET
    2. “what does hipaa compliance require for a saas”Compliance Automation · Oct 3, 9:48 pm ET
    3. “best trust center software for b2b saas”Compliance Automation · Oct 3, 10:03 pm ET
    4. “how much does long term log archiving cost for seven years of compliance retention”Log Management · Oct 3, 11:46 pm ET
    5. “how much does an enterprise dlp rollout cost for 2,000 employees including services”Data Loss Prevention · Oct 4, 12:50 am ET

    +3 more conversations with this ad copy

  • IroncladSponsored

    Contract Data Masking for IT

    Text ad · shown 8 times

    Questions it appeared after

    1. “how to give customer support access to relevant logs without exposing sensitive data”Log Management · Oct 3, 11:11 pm ET

    +7 more conversations with this ad copy

  • IroncladSponsored

    AI Contract Management

    Text ad · shown 8 times

    Questions it appeared after

    1. “agiloft vs conga for a company that wants a highly configurable clm without heavy coding”Contract Management · Oct 4, 4:16 am ET

    +7 more conversations with this ad copy

  • IroncladSponsored

    Contract Routing for IT

    Text ad · shown 7 times

    Questions it appeared after

    1. “we're a hospital with about 80 outside vendors who remote in to support systems, how do we control and record their access properly?”Privileged Access Management · Oct 3, 10:17 pm ET
    2. “how to handle privileged access for vendors who need to connect to our ot network for maintenance”Privileged Access Management · Oct 3, 10:39 pm ET
    3. “best vpn for contractors and third parties”Zero Trust & VPN · Oct 3, 10:58 pm ET
    4. “how much does it cost to set up a high availability firewall pair for a mid-sized company”Network Firewalls · Oct 3, 11:12 pm ET
    5. “how do we migrate 500 users off our old vpn appliance to ztna without a big bang cutover”Zero Trust & VPN · Oct 4, 12:20 am ET

    +2 more conversations with this ad copy

  • IroncladSponsored

    Vendor Contract Management

    Text ad · shown 6 times

    Questions it appeared after

    1. “is navan or concur better for a company with 200 employees who travel monthly”Expense Management · Oct 3, 11:05 pm ET
    2. “ramp vs airbase for a company that needs procurement approvals and purchase orders”Expense Management · Oct 4, 12:29 am ET

    +4 more conversations with this ad copy

  • IroncladSponsored

    Contract Review for GCs

    Text ad · shown 6 times

    Questions it appeared after

    1. “is juro worth the money”Contract Management · Oct 4, 1:22 am ET
    2. “how much do ai contract review tools charge per document or per user”Contract Management · Oct 4, 5:24 am ET

    +4 more conversations with this ad copy

  • IroncladSponsored

    Auto-Populate Contract Data

    Text ad · shown 5 times

    Questions it appeared after

    1. “my client says the docusign email never arrived and it's not in spam, how do i fix this quickly”E-Signature for Personal Use · Oct 3, 9:54 pm ET
    2. “how to manage renewals proactively”Customer Success · Oct 4, 3:29 am ET

    +3 more conversations with this ad copy

  • IroncladSponsored

    Contract Analytics for Sales Teams

    Text ad · shown 5 times

    Our export holds no question text for these conversations.

  • IroncladSponsored

    Contract Permission Control for IT

    Text ad · shown 4 times

    Our export holds no question text for these conversations.

  • IroncladSponsored

    Contract Automation for General Counsel

    Text ad · shown 3 times

    Questions it appeared after

    1. “how to automate legal documents”Legal Practice Software · Oct 4, 1:07 am ET

    +2 more conversations with this ad copy

  • IroncladSponsored

    Contract Dashboards for Sales Teams

    Text ad · shown 3 times

    Questions it appeared after

    1. “how much does it cost to implement cpq for a mid market company with 300 products”CPQ & Quoting · Oct 4, 2:34 am ET

    +2 more conversations with this ad copy

  • IroncladSponsored

    Vendor Contract Negotiation

    Text ad · shown 3 times

    Questions it appeared after

    1. “should i switch from sysco to us foods”Restaurant Supply & Wholesale · Oct 4, 11:20 am ET

    +2 more conversations with this ad copy

More ad copies · 25 of 25

  1. Contract GDPR Compliance for ITText ad · shown 2 times
  2. Contract Workflows for Legal TeamsText ad · shown 2 times
  3. Contract Workflows for GCsText ad · shown 2 times
  4. Contract Compliance for GCsText ad · shown 2 times
  5. Contract Summaries for GCsText ad · shown 2 times
  6. Contract Playbooks for General CounselText ad · shown 2 times
  7. Contract Compliance for General CounselText ad · shown 1 time
  8. Vendor Pricing ReviewText ad · shown 1 time
  9. Contract Playbooks for ITText ad · shown 1 time
  10. Contract Automation for Legal TeamsText ad · shown 1 time
  11. Contract Dashboards for ITText ad · shown 1 time
  12. Contract Playbooks for Legal TeamsText ad · shown 1 time
  13. Contract Workflows for General CounselText ad · shown 1 time
  14. Legal Ops Contract AutomationText ad · shown 1 time
  15. Contract Governance for General CounselText ad · shown 1 time
  16. Procurement CLM SoftwareText ad · shown 1 time
  17. Contract Playbooks for Legal OpsText ad · shown 1 time
  18. Legal Ops Contract TrackingText ad · shown 1 time
  19. Contract Workflows for Sales TeamsText ad · shown 1 time
  20. Contract Repository for GCsText ad · shown 1 time
  21. Contract Obligation TrackingText ad · shown 1 time
  22. Accelerate Contract ExecutionText ad · shown 1 time
  23. Contract Renewal TrackingText ad · shown 1 time
  24. Contract Routing for GCsText ad · shown 1 time
  25. Contract Analytics for GCsText ad · shown 1 time
Method

How this data was captured

What we ran, what counts as a shown ad, and what these numbers cannot tell you.

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