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AIs are Getting Better at Finding and Exploiting Internet Vulnerabilities

23 January 2026 at 13:01

Really interesting blog post from Anthropic:

In a recent evaluation of AI models’ cyber capabilities, current Claude models can now succeed at multistage attacks on networks with dozens of hosts using only standard, open-source tools, instead of the custom tools needed by previous generations. This illustrates how barriers to the use of AI in relatively autonomous cyber workflows are rapidly coming down, and highlights the importance of security fundamentals like promptly patching known vulnerabilities.

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A notable development during the testing of Claude Sonnet 4.5 is that the model can now succeed on a minority of the networks without the custom cyber toolkit needed by previous generations. In particular, Sonnet 4.5 can now exfiltrate all of the (simulated) personal information in a high-fidelity simulation of the Equifax data breachβ€”Β­one of the costliest cyber attacks in historyβ€”Β­using only a Bash shell on a widely-available Kali Linux host (standard, open-source tools for penetration testing; not a custom toolkit). Sonnet 4.5 accomplishes this by instantly recognizing a publicized CVE and writing code to exploit it without needing to look it up or iterate on it. Recalling that the original Equifax breach happened by exploiting a publicized CVE that had not yet been patched, the prospect of highly competent and fast AI agents leveraging this approach underscores the pressing need for security best practices like prompt updates and patches.

Read the whole thing. Automatic exploitation will be a major change in cybersecurity. And things are happening fast. There have been significant developments since I wrote this in October.

Augmenting Penetration Testing Methodology with Artificial Intelligence – Part 3: Arcanum Cyber Security Bot

In my journey to explore how I can use artificial intelligence to assist in penetration testing, I experimented with a security-focused chat bot created by Jason Haddix called Arcanum Cyber Security Bot (available on https://chatgpt.com/gpts). Jason engineered this bot to leverage up-to-date technical information related to application security and penetration testing.

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Augmenting Penetration Testing Methodology with Artificial Intelligence – Part 1: Burpference

Burpference is a Burp Suite plugin that takes requests and responses to and from in-scope web applications and sends them off to an LLM for inference. In the context of artificial intelligence, inference is taking a trained model, providing it with new information, and asking it to analyze this new information based on its training.

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Why Your Org Needs a Penetration Test Program

By: BHIS
10 March 2025 at 16:30

This webcast originally aired on February 27, 2025. Join us for a very special free one-hour Black Hills Information Security webcast with Corey Ham & Kelli Tarala on why your […]

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What Is Penetration Testing?

By: BHIS
7 November 2024 at 16:00

In today’s world, security is more important than ever. As organizations increasingly rely on technology to drive business, digital threats are becoming more sophisticated, varied, and difficult to defend against. […]

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Performing a Physical Pentest? Bring This!

By: BHIS
13 December 2017 at 17:12

Jordan Drysdale// Physical Pentest Upcoming? Bring a Badgy. While badge reproduction may not be the intended use of this product, if you are a physical tester and you don’t own […]

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