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Technical DD prep

Acleantechreadoutbeforeyourinvestorshiretheirown.

Architecture docs, security evidence, IP clearance, scalability story, risk register — ready before the VC's DD firm shows up. Fractional CTO retainer from $5,499/mo.

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Problem solvedTechnical Due Diligence Prep$5,499/mo
  1. Audit
  2. Architect
  3. Scale

monthly retainer

Who this is for

You're a founder preparing for Series A or an acquisition where the investor or acquirer has already hired an outside technical DD firm. A clean readout shifts the term sheet. A chaotic one shifts it the other way.

The pain today

  • Series A investors hiring an external DD firm — cannot afford to look unprepared
  • Acquisition LOI signed; tech DD starts in three weeks
  • No architecture documentation a stranger could actually read
  • Security questionnaires coming back with too many 'in progress' answers
  • IP ownership unclear — contractors wrote code, nothing was assigned

The outcome you get

  • Complete documentation package: architecture, deployment, security, team
  • Risk register that discloses known issues before the DD firm finds them
  • Scalability story backed by real load metrics, not verbal assurances
  • IP and license audit that closes the most common deal-breaker before diligence starts
  • DD-ready in 3-4 weeks, with me available during the firm's active review

What Series A DD actually covers

Technical due diligence at Series A has grown significantly more thorough since 2022. Standard scope today includes architecture review (does the system scale to planned ARR), code quality review (test coverage, CI/CD maturity, technical debt), security review (SOC 2 status, data handling, compliance posture), team assessment (seniority, bus factor, key-person retention risk), and IP/license review (code ownership, open-source compliance, contractor assignments). DD firms like Crosslake and Galilee typically run the process in four to eight weeks, consuming 20-40 hours of founder and engineering team time.

Being prepared means the DD firm confirms what you already disclosed — not discovers what you hoped they wouldn't find. The difference shows up in term-sheet valuation, not just in stress levels.

Complete documentation package: architecture, deployment, security, team

The documentation package that moves deals forward

Architecture: a high-level diagram, component inventory, data flow, and deployment topology. Security: SOC 2 status (Type 1 or 2 report if available, a documented gap assessment if not), data classification, encryption at rest and in transit, access controls, and incident history. Scalability: current metrics — daily active users, requests per second, database size — plus capacity test results and your plan to 10x. Code quality: test coverage percentage, CI/CD pipeline, monitoring and alerting, incident response process. Team: org chart, key-person identification, hiring plan, retention risk. Risk register: known issues with severity ratings and mitigation timelines.

Each document should be one to five pages, readable by a senior engineer who has never seen your codebase. Dense docs get skimmed. Clear, concise docs get valued. I draft these from your architecture, codebase access, and a few focused interviews.

40+: Payment providers integrated.
bolttech

IP and open-source risk — the silent deal-killer

Unclear IP ownership is the most common deal-killer in Series A diligence, and it's invisible until someone looks. The questions are straightforward: was every line of code written by contractors formally assigned to the company? Are there any GPL or copyleft licenses in your dependency tree that could infect proprietary code? Did any early engineer leave without signing an IP assignment? If the answers are uncertain, DD firms flag it immediately — and acquirers walk away entirely.

I run a full IP and license audit as part of DD prep: contractor agreement review, dependency tree scan for restrictive licenses, and documentation of any assignment gaps with recommended remediation. This takes three to five days and fixes the issue before the DD firm ever sees it.

Security and compliance quick wins

DD firms flag security risks fast. Quick wins that satisfy most scrutiny: encryption at rest (AWS RDS or Postgres default-on), encryption in transit (TLS everywhere), access controls (least privilege, RBAC, MFA on admin tools), logging (90-day minimum retention, audit trail for sensitive actions), tested backup and restore procedures. For pre-Series-A, SOC 2 in progress with a documented gap assessment and remediation plan is usually acceptable. For Series B and acquisition diligence, an actual Type 2 report is often required.

I identify your specific gaps and rank them by DD criticality — not by textbook severity, but by what's most likely to spook this particular investor. The $15,000-$30,000 SOC 2 Type 1 process takes two to three months on its own; starting it early and presenting progress during DD is a credible posture for most Series A rounds.

Team and operational risk — what gets asked in interviews

After document review, DD firms schedule interviews. They want to know: if your lead engineer left tomorrow, how long before the team can't ship? That's bus-factor analysis. They also want your incident history — not proof you've never had an outage, but proof you handle them well. A post-mortem culture and a documented incident log signal engineering maturity. A blank incident history signals nobody is paying attention.

I prep your lead engineer or CTO proxy for these conversations. That includes building a credible hiring plan that addresses identified key-person risk, documenting your incident response process if one doesn't exist formally, and creating the team org chart with tenure and risk annotations. The goal is that the DD firm's interview feels like a confirmation, not an interrogation.

At bolttech — a $1B+ unicorn in fintech — the discipline behind 40+ payment provider integrations, 99.9% platform uptime, and zero post-launch critical bugs came from exactly this kind of documented operational rigor. That discipline transfers to Series A prep. The documentation habits that survive unicorn-scale diligence translate directly into passing a Series A review.

What I do during the DD itself

DD prep is not a one-time handoff. Once the DD firm starts, they push back on documents, schedule follow-up interviews, and surface edge cases no checklist anticipated. I stay available throughout: joining DD firm interviews as technical spokesperson, drafting remediation plans for findings they flag, and responding to their follow-up questions the same day.

Typical active DD engagement runs two to four weeks after the prep phase. After term sheet signing, the engagement can continue as ongoing fractional CTO work or close cleanly — your decision. The 14-day money-back guarantee on the first month means you can start, see how the engagement runs, and decide from there. All written deliverables — documentation, risk register, architecture diagrams — are Work Made for Hire. You own everything.

Scope: acquisition DD versus fundraise DD

Acquisition diligence is more exhaustive than fundraise diligence. The reason is straightforward: an acquirer is buying the technology outright, not investing alongside it. That shifts the scrutiny from 'will this scale' to 'what are we actually inheriting.' Integration planning, migration risk, post-close cost structure, and technology consolidation become additional workstreams.

For acquisitions, I add three items to the standard prep: an integration readiness assessment (how long and what it costs to integrate your stack into theirs), a technology consolidation inventory (which of your systems overlap with their existing stack), and a data migration risk assessment (are your data structures portable and clean). These are the items that most commonly surface surprises in M&A diligence for companies that prepared thoroughly for fundraise diligence but assumed the frameworks were identical.

Recent proof

A comparable engagement, delivered and documented.

0+Payment providers integrated
Payment Integration Platform

Unified payment orchestration across Asia and Europe

Delivered the payment orchestration platform at bolttech, a $1B+ unicorn, with 40+ integrations across multiple regions.

Read the case study

Keep reading

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Frequently asked questions

The questions prospects ask before they book.

Yes. Full SOC 2 Type 1 takes two to three months on its own. For Series A diligence, 'SOC 2 in progress with a documented gap assessment and remediation plan' is usually acceptable to most investors. For Series B or acquisition, an actual report is often required. I help you get the posture right for whichever stage you're at — not over-engineer it for a round that's a year away.

That's exactly what prep is for. Issues surfaced during prep land in your risk register with mitigation plans — the DD firm confirms what you already disclosed. Issues the DD firm finds first get characterized as hidden risk. The narrative difference is significant: 'known issue, managed plan' versus 'undisclosed problem' can shift how investors think about the entire team's judgment, not just the technical findings.

For a Series A-stage company with a codebase that exists but isn't documented, three to four weeks is typical. That covers architecture documentation, security gap assessment, IP and license audit, risk register, and team org chart. If significant remediation is needed — code ownership gaps, missing incident process, compliance work — the timeline extends to five to six weeks. Starting eight to twelve weeks before you expect diligence is the ideal window.

Yes. Acquisition diligence is more thorough because the acquirer is buying the technology outright rather than investing alongside it. The standard prep framework applies, with three additional items: integration readiness, technology consolidation inventory, and data migration risk. These are the most common sources of surprises in M&A for companies that prepared well for fundraising but assumed the frameworks were the same.

I can draft most documentation from codebase access and focused interviews — typically three to four hours of founder or lead engineer time covers the full documentation phase. Team involvement is higher during the actual DD firm interviews, which are unavoidable. If bandwidth is the constraint, the prep timeline extends from three weeks to five to six weeks, but the deliverable quality stays the same.

Yes, if that's useful. Some founders want me as the technical spokesperson in DD interviews — I can explain architecture decisions, respond to deep dives on scalability or security, and translate findings for non-technical investors. Others prefer I prep their lead engineer to own that room. I'm comfortable with either approach. Most engagements end up with a hybrid: I'm present for the first interview, and your engineer leads the follow-ups.

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