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Matthew Deaves
Matthew Deaves
AI Tinkerer
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Posts tagged: penetration-testing

3 posts

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28 Apr 2026 Case Study - Developer Tooling

Three Levels of AI-Assisted Pentesting

A month spent pentesting two of my own projects with Claude. Three escalating levels: ad-hoc review, a curated suite wrapped in a harness, and HexStrike. Here is what worked, what did not, and how to set it up against your own repo.

5 Apr 2026 Case Study - Developer Tooling

My Virtual Pentest and DevOps Team

If you're building apps with AI and putting them live, you have to at least try to secure them. Here's how I did it with bash, open source tools, and Claude Code.

3 Apr 2026 Case Study - Developer Tooling

Pentesting with Rook

Anthropic added a companion to Claude Code called Buddy. Mine's an axolotl named Rook. I've been running a pentest suite against Cookie and its infrastructure over the past few evenings, and Rook kept catching things I was missing.

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