Technical Due Diligence
for Investors Who Can't Afford Blind Spots

Independent, IC-ready technical assessments that separate engineering reality from pitch deck fiction. Know what you're buying before you wire the funds.

Gadi Guy - Technical Due Diligence Consultant

Ex-Google, Wix & Fireblocks architect
Built systems processing billions of transactions

Helping investors avoid multi-million dollar
technical mistakes with independent
technical due diligence

What I Evaluate

Comprehensive technical assessment across three critical dimensions

Technical Due Diligence

Deep evaluation of codebase quality, architecture decisions, technical debt load, and engineering team capabilities. Assess whether the tech can scale to match the business plan.

  • Codebase architecture review
  • Tech stack assessment
  • Technical debt quantification
  • Team structure & capabilities
  • Scalability analysis

Security & Compliance

Identify security vulnerabilities, compliance gaps, and operational risks that could become material liabilities post-investment.

  • Security posture assessment
  • Compliance gap analysis
  • Data handling practices
  • Incident response readiness
  • Third-party risk exposure

IP & Claims Validation

Verify technical claims in pitch materials against actual implementation. Evaluate patent portfolios, proprietary technology assertions, and competitive moats.

  • Patent & IP review
  • Whitepaper verification
  • Claims vs. reality assessment
  • Competitive moat analysis
  • Open source dependency audit

What You Receive

Actionable intelligence for your investment committee

IC-Ready Technical Memo

Executive summary with key findings, risks, and recommendations formatted for investment committee presentation. No translation required.

Risk Scoring Matrix

Quantified risk assessment across technical, security, and operational dimensions. Clear severity ratings tied to potential business impact.

Cost & Timeline Reality Check

Independent estimate of actual development costs and timelines to achieve stated roadmap. Compare against management projections.

Detailed Technical Appendix

Complete technical findings with evidence, code samples, and methodology for your records and potential follow-up questions.

How It Works

A streamlined process designed for deal timelines

  1. Intake & Scoping

    30-minute call to understand the deal, timeline, and specific concerns. Define scope, access requirements, and deliverable format. Sign NDA.

  2. Deep-Dive Review

    Comprehensive analysis of codebase, documentation, architecture diagrams, and technical materials. Founder/CTO interview if included in scope.

  3. Findings Walkthrough

    Live presentation of findings with your deal team. Q&A session to address specific concerns. Final memo delivered within 24 hours.

Red Flags I Catch

Real issues found in recent engagements

Claim Mismatch

What was presented to investors as a decentralized, trust-minimized crypto-exchange was in fact centralized and high-risk. The inherent centralization of the platform meant that any of the employees of the company could abscond with the entire vault funds.

Technical Debt

Core parts of the system were written in an obsolete and highly esoteric programming language that only the CTO of the company could read. It implemented a proprietary MPC algorithm that was not documented anywhere and represented the most business-critical path in the system. This was recognized as being high risk both technically and from a knowledge-management point of view, and fixed by the CTO team before closing the round.

Scalability and Cost

A trading system was built using inadequate data architecture that was scaled up by running more AWS instances. We calculated that as the user-base grows, so will the cost of the infrastructure in such a way that revenue will go down sharply. The team came up with a plan to refactor the architecture so that scaling would be sub-linear in cost, thus allowing growth without limiting revenue.

Hidden Dependency

A large marketplace system was built using a third-party authentication provider. Analysis of the commercial agreement revealed that as the company's userbase rose, so would the cost of the third party integration, to the point that the product would no longer be profitable. We required the team to migrate to an open source solution, thus minimizing costs and allowing for unlimited growth.

Sample Deliverables

Examples of what you'll receive

Sample Executive Memo

Redacted example of an IC-ready technical assessment memo format and structure.

View Sample

Risk Scoring Template

Example risk matrix showing how technical findings map to business impact ratings.

Coming soon

Tech DD Checklist

The same 47-point checklist used in every engagement—yours free.

Download Free

Engagement Options

Structured for different deal requirements

Quick Scan

Rapid technical health check for early-stage deals or time-sensitive situations

€5,000
  • High-level architecture review
  • Critical risk identification
  • Executive summary memo
  • 30-min findings call
Get Started

Fund Retainer

Dedicated technical diligence capacity for active funds

€20,000 per month
  • Priority scheduling
  • Discounted per-deal rates
  • Quick scans included
  • Quarterly portfolio reviews
  • Direct Slack/phone access
  • Custom reporting templates
Discuss Terms

Free: VC Tech Risk Checklist

The same 47-point technical risk checklist used in every diligence engagement. Use it internally or share with your deal teams.

  • Architecture red flags to spot immediately
  • Security questions founders should answer
  • Technical debt indicators
  • IP & open source compliance checks

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Frequently Asked Questions

I sign a standard mutual NDA before any engagement, or I'm happy to sign your firm's NDA. All materials are handled on encrypted systems with access controls. Reports are delivered only to designated recipients. I never disclose target company names, findings, or deal involvement without explicit written permission—which I never request.

Access is coordinated through you or directly with the target company, depending on your preference. I can work with read-only access via secure repository sharing (GitHub, GitLab, Bitbucket). For security-sensitive reviews, I can operate within air-gapped environments or on-site if required. Access is revoked immediately upon engagement completion.

That's your choice. Full Diligence engagements typically include a 60-90 minute founder/CTO interview, which significantly improves assessment quality. However, if you prefer a "blind" review based solely on materials, I can work with that constraint. I'll note where founder input would have reduced uncertainty.

Rush engagements are possible with advance notice. I maintain limited availability for urgent requests. If your deal requires faster turnaround, reach out immediately and I'll let you know if I can accommodate. Rush fees apply for sub-48-hour delivery.

I have deep expertise across web applications, mobile, cloud infrastructure, data systems, and common enterprise stacks. For highly specialized domains (hardware, biotech software, quantum computing), I maintain a network of vetted technical experts who can be brought in under the same NDA framework. This is scoped during the intake call.

Full Diligence engagements include two weeks of follow-up support after memo delivery. This covers questions from your IC, clarifications on technical findings, and review of any additional materials the target provides in response to initial findings. Extended support can be arranged if negotiations require it.

I work exclusively on the buy-side for investors. I never work for target companies seeking investment, ensuring my assessment is completely independent. I sign NDAs with investors, not targets.

Professional founders understand that technical DD protects both parties. I can operate as "technical advisor to the investor" rather than "due diligence consultant" if optics matter. Defensive reactions to DD are themselves red flags.

Start a Conversation

Discuss your upcoming deal or ongoing diligence needs

Book a Call

The fastest way to determine fit is a 30-minute call. I'll ask about your deal, timeline, and specific concerns. You'll get initial thoughts on scope and approach.

Schedule a Call

Or Reach Out Directly

Email: gadiguy@gmail.com