Notes on Technical Due Diligence & AI Security

July 22, 2026

Finding AI Opportunities in Companies That Have Never Used AI

How I find improvements in businesses with no AI exposure: trace the work, assess through an AI and a without-AI lens, and decide the roadmap jointly with management.

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July 8, 2026

What I Actually Look at in AI Technical Due Diligence

The framework I use to assess the technology behind an acquisition target, and how each finding translates into price, deal structure, or the value-creation plan.

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February 23, 2025

A Kali Linux Toolkit for Security Assessments in Technical Due Diligence

The command-line toolkit I reach for when technical due diligence includes a hands-on security assessment of a target’s infrastructure.

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February 12, 2025

Penetration Testing AI Products: A Due-Diligence Lens

How I assess whether an acquisition target’s AI product can be broken, and why security posture is an input to valuation.

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