Technical Due Diligence Checklist

The 60-question list I run on real diligence engagements. Codebase, infrastructure, security posture, team. Free PDF, no email wall.

technical-due-diligence-checklist.pdf

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What’s in it

Sixty questions distilled from real technical due diligence engagements across seed-stage through pre-acquisition reviews. Built for investors, acquirers, board members, and operators who need more than a vendor’s slide deck.

Five-minute smell test

The handful of questions that reveal more than hours of code review. Know within five minutes whether to keep going.

Deep-dive areas

Architecture, database choices, dependencies, testing posture, documentation, security, infrastructure, and team.

Red vs. yellow flags

Which findings kill the deal and which are negotiation points. Know the difference before you commit.

Who it’s for

Need a full assessment?

The checklist covers what a competent reader can run on their own. For investment-grade or acquisition-grade diligence, a defensible written report with risk-tiered findings, remediation cost estimates, and a hold/proceed recommendation is a different engagement. See the Technical Due Diligence engagement on the services page.