Penetration Testing Services ads in ChatGPT
Ads shown in ChatGPT conversations about Penetration Testing Services. We recorded 150 conversations on this topic in logged-out ChatGPT; after the follow-up message, ChatGPT showed 147 ads from 38 advertisers. Most often shown: Ironclad, getastra.com and Synack.
Our captureLogged-out ChatGPT, USOct 3–4, 2026
Advertisers shown in Penetration Testing Services conversations
top 25 of 38Ranked by how many of the conversations on this topic ended with their ad on screen; share of the 147 shown ads.
| # | Advertiser | Ads shown | Share |
|---|---|---|---|
| 1 | Ironclad | 41 | 27.9% |
| 2 | getastra.com | 25 | 17.0% |
| 3 | Synack | 8 | 5.4% |
| 4 | Elastic | 6 | 4.1% |
| 5 | IOmergent | 5 | 3.4% |
| 6 | IONIX | 5 | 3.4% |
| 7 | Amplify Security | 4 | 2.7% |
| 8 | ReliaQuest | 4 | 2.7% |
| 9 | Torq | 4 | 2.7% |
| 10 | Cato Networks | 3 | 2.0% |
| 11 | Netwrix | 3 | 2.0% |
| 12 | SecurityPal AI | 3 | 2.0% |
| 13 | Bishop Fox | 2 | 1.4% |
| 14 | cmdnctrlsecurity.com | 2 | 1.4% |
| 15 | Codacy | 2 | 1.4% |
| 16 | eSilo | 2 | 1.4% |
| 17 | Friendly Captcha | 2 | 1.4% |
| 18 | GetApp | 2 | 1.4% |
| 19 | Jotform | 2 | 1.4% |
| 20 | ManageEngine | 2 | 1.4% |
| 21 | Practical Assurance | 2 | 1.4% |
| 22 | trycomp.ai | 2 | 1.4% |
| 23 | 7AI | 1 | 0.7% |
| 24 | AlgoSec | 1 | 0.7% |
| 25 | Aura Consolidated Group | 1 | 0.7% |
13 more advertisers shared the other 13 shown ads.
Ad formats
| Format | Ads shown | Share |
|---|---|---|
| Text ad (advertiser name and headline) | 147 | 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.
- IroncladText ad
Contract SOC2 Compliance for IT
Shown 23 times
- getastra.comText ad
Astra Security
Top-Rated Pentest Firm
Shown 10 times
- IOmergentText ad
Fractional CISO Services
Shown 5 times
- ElasticText ad
Open by design, no black box
Shown 5 times
- IONIXText ad
Looking to replace CyCognito?
Shown 5 times
- TorqText ad
2026 AI SOC Leadership Report
Shown 4 times
- SynackText ad
Enterprise Pentesting in Days
Shown 3 times
- trycomp.aiText ad
Comp AI
SOC 2 For One Fixed Fee
Shown 2 times
- ManageEngineText ad
Enterprise-Grade Vulnerability Assessment
Shown 2 times
- NetwrixText ad
Try Netwrix 1Secure
Shown 2 times
- Practical AssuranceText ad
SOC 2 Pentesting - Practical Assurance
Shown 2 times
- JotformText ad
Cybersecurity Incident Form
Shown 2 times
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 “soc 2 pentest”, after the follow-up message, ChatGPT showed an ad from trycomp.ai.
Text ad: “SOC 2 For One Fixed Fee”
Short search question · Oct 3, 23:26 ET
In a conversation that began “hackerone bug bounty pricing”, after the follow-up message, ChatGPT showed an ad from Contabo.
Text ad: “VPS 4 – 8 GB, from $5.28/mo”
Price question · Oct 3, 23:11 ET
In a conversation that began “what does a full red team engagement usually cost for a company of 1,000 employees”, after the follow-up message, ChatGPT showed an ad from getastra.com.
Text ad: “AI + Human Pentesting”
Price question · Oct 3, 23:28 ET
In a conversation that began “how do we tell if a pentest vendor is doing real manual testing or just running automated scanners”, after the follow-up message, ChatGPT showed an ad from ReliaQuest.
Text ad: “GreyMatter Attack”
Fix or choose question · Oct 3, 23:57 ET
In a conversation that began “how do i choose a pentest firm when every website claims to be the best with oscp certified testers”, after the follow-up message, ChatGPT showed an ad from Netwrix.
Text ad: “Try Netwrix 1Secure”
Fix or choose question · Oct 4, 01:51 ET
In a conversation that began “bugcrowd vs intigriti comparison”, after the follow-up message, ChatGPT showed an ad from cmdnctrlsecurity.com.
Text ad: “Engage & Compete”
Comparison question · Oct 4, 04:00 ET
In a conversation that began “is pentera worth the money”, after the follow-up message, ChatGPT showed an ad from IONIX.
Text ad: “Looking to replace CyCognito?”
Worth it question · Oct 3, 23:32 ET
In a conversation that began “cobalt vs breachlock ptaas”, after the follow-up message, ChatGPT showed an ad from Practical Assurance.
Text ad: “SOC 2 Pentesting - Practical Assurance”
Comparison question · Oct 3, 23:23 ET
In a conversation that began “we're a 25 person saas startup and our biggest prospect wants a third party pentest before signing, who should we hire and what should we expect to pay?”, after the follow-up message, ChatGPT showed an ad from IOmergent.
Text ad: “Fractional CISO Services”
Long scenario question · Oct 4, 01:08 ET
In a conversation that began “our cyber insurance renewal asks when our last external pentest was and the answer is never, what's the quickest way to get one done?”, after the follow-up message, ChatGPT showed an ad from Ironclad.
Text ad: “Contract SOC2 Compliance for IT”
Long scenario question · Oct 3, 23:30 ET
In a conversation that began “best bug bounty platform for a first program”, after the follow-up message, ChatGPT showed an ad from Jotform.
Text ad: “Cybersecurity Incident Form”
Best for question · Oct 4, 01:51 ET
In a conversation that began “best red team firm for mid-sized companies”, after the follow-up message, ChatGPT showed an ad from Miles IT.
Text ad: “A Top-Rated MSP, Nationwide”
Best for question · Oct 3, 23:26 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 | 20.4% |
| Comparison | 23 | 15.6% |
| Price | 22 | 15.0% |
| Fix or choose | 21 | 14.3% |
| Long scenario | 22 | 15.0% |
| Short search | 14 | 9.5% |
| Worth it | 15 | 10.2% |
More in IT, Security & Dev Tools
Other IT, Security & Dev 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
How does your brand show up in ChatGPT and AI search?
We look at the answers and ads shown for your category and where your brand appears in them.