Evaluate Startup Tech
Before You Invest

50+ questions distilled from real technical assessments. Spot the red flags that kill deals and the yellow flags worth discussing.

  • Five-Minute Smell Test to triage fast
  • Architecture, code quality, and security checks
  • Red flags vs. yellow flags framework
  • Final assessment questions for decisions
Cisco Caceres

Cisco Caceres

45+ years building systems. Dozens of due diligence assessments.

Free

Get the Checklist

Printable PDF, 2 pages

technical-due-diligence-checklist.pdf

30 KB

Inside: Quick smell test, architecture review, code health indicators, security basics, deal-killer red flags, and final assessment framework.

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What's Inside

Quick Triage

Five questions that reveal more than hours of code review. Know if you should dig deeper or walk away.

Deep Dive Areas

Architecture, database choices, dependencies, testing, documentation, and infrastructure operations.

Red vs. Yellow Flags

Which issues kill deals and which are just negotiating points. Know the difference before you commit.

Need a Full Assessment?

Checklists cover the basics. For investment decisions, M&A, or partnerships, a professional assessment finds what checklists miss.

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