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📖 2 min read 403 words
ARCHITECTURE

📋 Technical Due Diligence

Know what you're buying before you buy it

⏱️ 10+ Years
📦 15+ Projects
✓ Available for engagements
Experience at: Anaqua (RightHub acquisition)• Multiple Consulting Engagements

🎯 What I Offer

Pre-Acquisition Assessment

thorough technical evaluation for M&A transactions.

Deliverables
  • Architecture and codebase review
  • Technology stack assessment
  • Technical debt inventory
  • Security vulnerability analysis
  • Team capability evaluation

Investment Due Diligence

Technical validation for VCs and investors.

Deliverables
  • Technology differentiation analysis
  • Scalability assessment
  • IP and proprietary tech review
  • Build vs buy evaluation
  • Technical risk report

Integration Planning

Post-acquisition technical integration support.

Deliverables
  • Integration roadmap
  • Migration planning
  • Team integration strategy
  • Platform consolidation
  • Risk mitigation

🔧 Technical Deep Dive

What I Evaluate

thorough technical due diligence covers:

Technology Stack:

  • Is it modern and maintainable?
  • Are there vendor lock-in risks?
  • What’s the upgrade path?

Architecture:

  • Will it scale for growth plans?
  • Are there single points of failure?
  • How modular is the system?

Code Quality:

  • Test coverage and quality
  • Technical debt levels
  • Documentation state

Security:

  • Authentication/authorization
  • Data protection
  • Compliance status

Team:

  • Key person dependencies
  • Knowledge documentation
  • Hiring needs

Red Flags I Look For

Issues that affect valuation or integration:

Critical (Deal Breakers):

  • Undisclosed security vulnerabilities
  • Major scalability limitations
  • Unlicensed or problematic dependencies
  • Key person risk with no documentation

Significant (Valuation Impact):

  • High technical debt
  • Outdated technology stack
  • Missing test coverage
  • Infrastructure inefficiencies

Moderate (Integration Cost):

  • Non-standard practices
  • Documentation gaps
  • Tooling differences
  • Process misalignment

📋 Details & Resources

Due Diligence Report Structure

Executive Summary

  • Overall technical assessment
  • Key risks and mitigations
  • Valuation considerations
  • Integration complexity estimate

Technology Assessment

AreaRatingNotes
ArchitectureA-FScalability, modularity
Code QualityA-FStandards, testing
SecurityA-FVulnerabilities, compliance
InfrastructureA-FReliability, cost
TeamA-FCapability, documentation

Detailed Findings

  • Architecture analysis
  • Codebase review
  • Security assessment
  • Infrastructure evaluation
  • Team and process review

Risk Register

RiskSeverityLikelihoodMitigationCost
…High/Med/LowHigh/Med/Low…$X

Integration Roadmap

  • Immediate actions (Day 1-30)
  • Short-term (Month 1-3)
  • Medium-term (Month 3-6)
  • Long-term (6-12 months)

Due Diligence Process

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Week 1: Documentation Review
├── Architecture docs
├── Technical specs
├── Previous audits
└── Team structure

Week 2: Deep Dive
├── Codebase analysis
├── Infrastructure review
├── Security scanning
└── Performance testing

Week 3: Interviews
├── Technical leadership
├── Key engineers
├── DevOps/SRE
└── Product team

Week 4: Report & Presentation
├── Findings synthesis
├── Risk prioritization
├── Recommendations
└── Stakeholder presentation

Technologies I Evaluate

Languages: Python, TypeScript, Java, Go, PHP, Ruby Frameworks: All major web and API frameworks Databases: PostgreSQL, MySQL, MongoDB, Redis Cloud: AWS, GCP, Azure AI/ML: LLM integrations, ML pipelines, data systems Infrastructure: Kubernetes, Docker, Terraform

Frequently Asked Questions

What is technical due diligence?

Technical due diligence is an assessment of a company’s technology for investment decisions. It evaluates: code quality, architecture, technical debt, scalability, security, team capabilities, and technology risks that could affect the investment.

How much does technical due diligence cost?

Technical due diligence typically costs $150-250 per hour. A quick assessment (1-2 days) starts around $5,000-10,000, while thorough due diligence for acquisitions ranges from $20,000-75,000+.

When is technical due diligence needed?

For: M&A transactions, venture capital investments, private equity acquisitions, or when buying a technology company. It protects against hidden technical problems that could affect valuation or require unexpected investment.

What risks does due diligence uncover?

Common findings: technical debt requiring significant investment, scalability limitations, security vulnerabilities, key-person dependencies, outdated technology, unclear IP ownership, and realistic estimates for roadmap items.

How quickly can you complete due diligence?

Timelines: quick assessment (2-3 days), standard review (1-2 weeks), thorough review (2-4 weeks). I work with deal timelines and can expedite when needed while maintaining thoroughness.

Experience:

Related Services: Architecture Review, Fractional CTO, AI Strategy

💼 Real-World Results

RightHub Acquisition by Anaqua

RightHub → Anaqua
Challenge

Validate technical foundation of AI-powered IP management platform before acquisition.

Solution

As the AI backend lead, I built systems designed for enterprise scrutiny. Documented architecture, established coding standards, created thorough technical documentation.

Result

Technical validation contributed to successful acquisition. Systems met enterprise requirements.

Startup Technology Assessment

Investment Due Diligence
Challenge

Evaluate early-stage startup's technology for potential investment.

Solution

Reviewed codebase, interviewed technical team, assessed scalability, identified risks and opportunities.

Result

Clear technical picture enabling informed investment decision.

⚡ Why Work With Me

  • ✓ Involved in successful acquisition (RightHub → Anaqua)
  • ✓ 10+ years hands-on, understand what good looks like
  • ✓ AI/ML expertise for modern technology evaluation
  • ✓ Practical focus: what matters for the deal
  • ✓ Can help post-acquisition implementation

Discuss Due Diligence Needs

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