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// DUE_DILIGENCE
FREE CHECKLIST

Technical Due Diligence Checklist

The comprehensive checklist I use when evaluating technical products for investors and acquirers. Identify risks, validate claims, and assess technical debt in 50+ key areas.

  • [+]50+ evaluation criteria across 8 domains
  • [+]Red flags & warning signs guide
  • [+]Interview questions for technical teams
  • [+]Risk scoring framework

Download Free Checklist

Used by VCs, angels, and acquirers to evaluate technical risk

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// DOMAINS

8 Critical Domains Covered

Every area you need to evaluate for comprehensive technical due diligence

01 // CODE

Code Quality & Architecture

  • [+]Code review process & standards
  • [+]Technical debt assessment
  • [+]Architecture scalability
  • [+]Documentation quality
  • [+]Test coverage & CI/CD
02 // INFRA

Infrastructure & DevOps

  • [+]Cloud architecture & costs
  • [+]Deployment processes
  • [+]Monitoring & alerting
  • [+]Disaster recovery plans
  • [+]Scalability & performance
03 // SECURITY

Security & Compliance

  • [+]Security audit history
  • [+]Data protection measures
  • [+]Authentication & authorization
  • [+]Compliance certifications
  • [+]Vulnerability management
04 // TEAM

Team & Processes

  • [+]Team structure & skills
  • [+]Development workflow
  • [+]Knowledge documentation
  • [+]Key person dependencies
  • [+]Hiring & retention
05 // PRODUCT

Product & Technology Fit

  • [+]Tech stack appropriateness
  • [+]Product roadmap viability
  • [+]Technical differentiation
  • [+]Integration capabilities
  • [+]API design & versioning
06 // RISK

Risk Assessment

  • [+]Critical vulnerabilities
  • [+]Licensing & IP issues
  • [+]Third-party dependencies
  • [+]Regulatory compliance gaps
  • [+]Migration/upgrade risks

BONUS: Red Flags Guide

Includes a separate guide on the top 20 red flags that should immediately raise concerns, plus how to dig deeper when you spot them.

// AUDIENCE

Who Needs This Checklist?

[VC]

Investors & VCs

Evaluate technical risk before writing checks. Understand what you're investing in beyond the pitch deck.

[M&A]

Acquirers & Corp Dev

Assess acquisition targets thoroughly. Identify integration challenges and hidden costs before the deal.

[CEO]

Founders & Boards

Self-assess your technical foundation. Identify gaps before investors or acquirers do.

// CASE_STUDY

CASE STUDY

How This Checklist Saved a £2M Investment

A VC firm used this checklist during due diligence on a promising Series A SaaS startup. The evaluation uncovered:

  • [!]Single developer with 80% of system knowledge (key person risk)
  • [!]No disaster recovery plan or backups tested in 18 months
  • [!]Critical security vulnerabilities in authentication system
  • [!]£45K/month in unnecessary cloud costs (poor architecture)

Result: The firm negotiated a £500K reduction in valuation and allocated £200K for technical remediation post-investment. The checklist paid for itself 100x over.

Running due diligence across a portfolio?

We offer pre-acquisition technical DD and post-acquisition eng org restructuring for PE firms. From £25k.

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// SERVICES

Need Expert Technical Due Diligence?

This checklist gives you the framework. If you need an experienced CTO to conduct the actual due diligence review, we offer comprehensive technical audits starting at £5K.

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Typical turnaround: 5-7 business days for full report