Startups & ScalingJérémy Marquer

Raising Funds: Technical Checklist to Convince Investors

Complete guide for technical preparation before fundraising: due diligence, tech stack, architecture, security. Avoid investor red flags.

Raising Funds: Technical Checklist to Convince Investors
#Fundraising#Due Diligence#Investors#CTO#Startup

Raising Funds: Technical Checklist to Convince Investors

70% of startups see their raise fail or delayed due to technical issues. Here's the complete checklist to prepare your technical due diligence and reassure investors.

Why Tech Matters in Fundraising?

The 3 Investor Risks

  1. Technical Debt: Hidden cost of refactoring (€100K-500K)
  2. Scalability: App crashes at 1000 users
  3. Founder Dependency: Unreadable code = risk

"We rejected 15 out of 20 deals because of the tech" - Seed VC

Technical Due Diligence: What VCs Check

Phase 1: Document Analysis (1-2h)

Requested Documents:

  • Architecture diagram (infra + data flow)
  • Detailed tech stack (versions, libs)
  • Technical roadmap 12-18 months
  • Tech budget (infra, tools, hiring)
  • Metrics (uptime, performance, bugs)

Phase 2: Code Review (2-4h)

What They Look At:

  • GitHub: regular commits, branches, PRs
  • Tests: coverage >60%
  • Documentation: README, API docs
  • Code quality: no // TODO, named variables
  • Security: no hardcoded secrets

Phase 3: CTO Interview (1-2h)

Typical Questions:

  • "Why this stack choice?"
  • "How do you scale to 100K users?"
  • "What's your biggest technical risk?"
  • "Tech hiring plan 12 months?"

Pre-Raise Technical Checklist (8 Weeks)

Week 1-2: Internal Audit

Action: Identify red flags

Major Red Flags:

  • ❌ Monolith >100K lines undocumented
  • ❌ Dependency on 1 person (bus factor = 1)
  • ❌ No tests
  • ❌ Manual infra (no IaC)
  • ❌ Unencrypted customer data
  • ❌ No monitoring

Deliverable: Prioritized list (impact x urgency)

Week 3-4: Quick Wins

Objective: Fix 80% red flags

Actions:

  • Setup CI/CD (GitHub Actions)
  • Critical tests (auth, payment)
  • README + architecture documentation
  • Basic monitoring (Sentry + Uptime)
  • Secrets → Environment variables
  • HTTPS + basic encryption

Budget: €5K-10K if external help

Week 5-6: Investor Documentation

Create:

  1. Technical One-pager (1 page)

    • Stack
    • Architecture
    • Metrics (uptime, performance)
    • 12-month roadmap
  2. Data Room (folder)

    • Architecture diagram
    • Detailed tech stack
    • Q1-Q4 roadmap
    • Tech budget
    • Metrics dashboard
  3. Demo Video (5min)

    • User journey
    • Key features
    • Performance

Week 7-8: Pitch Preparation

Practice:

  • 3min technical pitch (for fund's tech partners)
  • Answers to 20 typical questions
  • Live demo (video backup)

Architecture Diagram: Template

┌─────────────────────────────────────────┐
│         FRONTEND (Next.js)              │
│  - Web app (React 19)                   │
│  - Mobile web (responsive)              │
│  - Hosted: Vercel                       │
└─────────────┬───────────────────────────┘
              │ HTTPS/API
              ▼
┌─────────────────────────────────────────┐
│         BACKEND (Node.js)               │
│  - API REST (Express)                   │
│  - WebSocket (real-time)                │
│  - Queue (Bull + Redis)                 │
│  - Hosted: Railway                      │
└─────────────┬───────────────────────────┘
              │
    ┌─────────┴─────────┐
    │                   │
    ▼                   ▼
┌────────┐          ┌────────┐
│Database│          │ Storage│
│Postgres│          │   S3   │
│Supabase│          │  (AWS) │
└────────┘          └────────┘

Format: Lucidchart, Excalidraw, or Figma

Tech Stack: What VCs Like

✅ Green Flags (Reassuring)

Modern Stack:

  • Next.js, React, Vue (not jQuery)
  • Node.js, Python, Go (not PHP 5)
  • PostgreSQL, MongoDB (not MySQL without reason)
  • AWS, GCP, Vercel (not personal server)

Best Practices:

  • TypeScript (type safety)
  • Automated tests (CI/CD)
  • Monitoring (Sentry, Datadog)
  • Up-to-date documentation

Scalability:

  • Modular architecture
  • RESTful or GraphQL API
  • Cache (Redis)
  • CDN (Cloudflare)

❌ Red Flags (Worrying)

Outdated Stack:

  • PHP <8, jQuery, Angular.js
  • MySQL without reason (vs Postgres)
  • Bare metal server (not cloud)

Code Smell:

  • Monolith >50K lines
  • No tests (0%)
  • Commented code everywhere
  • Variables a, b, tmp

Security:

  • Hardcoded secrets
  • No HTTPS
  • Possible SQL injections
  • No rate limiting

Tech Budget: Presentation Template

Year 1 (€)

ItemMonthlyAnnual
Infrastructure
Hosting (Vercel Pro)1001.2K
Database (Supabase)50600
Monitoring (Sentry)30360
Email (SendGrid)20240
Tools
GitHub Teams40480
Figma Pro15180
Notion Team10120
Hiring
Senior fullstack dev5K60K
Junior frontend dev3K36K
Total8.3K99K

Note: Budget excluding founder salaries

Year 2-3 Projections

Year 2 (+50%): €150K

  • +2 devs
  • Infra scale (multi-region)

Year 3 (+100%): €300K

  • Team 8-10 devs
  • Data engineer
  • Dedicated DevOps

Technical Roadmap: OKR Framework

Q1: Foundations

Objective: Stable and scalable tech Key Results:

  • KR1: Uptime >99.9%
  • KR2: Load time <2s (p95)
  • KR3: Test coverage 80%

Initiatives:

  • Complete monitoring setup
  • Migration to modular architecture
  • Automated CI/CD tests

Q2: Growth

Objective: Support 10x users Key Results:

  • KR1: API handles 1M req/day
  • KR2: Database <100ms latency
  • KR3: Zero downtime deploys

Initiatives:

  • Redis cache
  • Database sharding
  • Blue-green deployments

Q3: Features

Objective: Product-market fit Key Results:

  • KR1: 5 major features delivered
  • KR2: Time-to-market <3 weeks/feature
  • KR3: Technical NPS >8/10

Q4: Team

Objective: Autonomous team Key Results:

  • KR1: Hire 3 senior devs
  • KR2: 100% up-to-date documentation
  • KR3: Onboarding <2 weeks

Investor Questions: Preparation

Category: Stack & Architecture

Q: "Why Next.js and not pure React?" A: "SEO critical for acquisition. Next.js gives us SSR + ISR out of the box. Saves 2 weeks dev vs React + custom SSR."

Q: "Why Vercel and not direct AWS?" A: "Time-to-market. Vercel = 1-click deploy, auto-scaling, global CDN. AWS = 2 weeks setup + full-time DevOps. Equivalent cost <50K users."

Category: Scalability

Q: "How many users does your app support?" A: "Current architecture: 10K concurrent users. Q2 plan: microservices migration + cache = 100K users. Cost: €20K migration."

Q: "Worst outage case?" A: "September 2024: database overload at 2K users. Fix: read replicas + query optimization. Since: 99.95% uptime."

Category: Security

Q: "GDPR compliant?" A: "Yes. EU data (Frankfurt), encryption at-rest + in-transit, GDPR consent, external DPO. Annual audit planned."

Q: "Security tests?" A: "Q4 2024 pentest: 0 critical vulnerabilities. OWASP Top 10 covered. Bug bounty planned post-Series A."

Category: Team

Q: "If your CTO leaves tomorrow?" A: "Risk mitigated: documented code, clear architecture, 2 trained senior devs. CTO recruitment takes 2-3 months."

Q: "Tech hiring plan?" A: "Year 1: +3 devs (2 fullstack, 1 mobile). €180K budget. Active pipeline: 50 sourced profiles."

Real Examples: Successful vs Failed Raises

✅ Success Case: HealthTech (Seed €2M)

Setup:

  • Stack: Next.js + Node + Postgres + AWS
  • Tests: 85% coverage
  • Monitoring: Datadog + Sentry
  • Docs: Complete (architecture + API)

Technical DD: 3h, 0 red flag Result: Term sheet in 2 weeks

❌ Failure Case: Marketplace (Seed rejected)

Problems:

  • Stack: WordPress + custom plugins
  • Code: Monolith, only 1 dev knows everything
  • Tests: 0%
  • Security: XSS vulnerabilities

Technical DD: 6h, 12 red flags Result: Rejection (too high technical risk) Refactor Cost: Estimated €200K → too expensive vs startup value

Pre-Raise Audit Budget

Option 1: Light Audit (2 days)

Deliverable: Red flags list + priorities Price: €2K-3K Ideal For: Pre-seed, <€500K raise

Option 2: Complete Audit (5 days)

Deliverable:

  • 30-page technical report
  • 8-week action plan
  • Correction budget estimate

Price: €5K-8K Ideal For: Seed, €1M+ raise

Option 3: Fundraising Support (3 months)

Includes:

  • Audit + corrections
  • Investor documentation
  • Technical pitch coaching
  • DD presence if needed

Price: €20K-30K Ideal For: Series A, €3M+ raise

Conclusion

A fundraising round is prepared 8 weeks in advance on the tech side. Investors don't forgive technical debt or security red flags.

Investing €5K-10K in an audit + corrections can gain you €500K-2M in valuation and accelerate the raise by 2-3 months.

Pre-raise technical audit: Book a call to assess your technical maturity.


About: Jérémy Marquer has accompanied 12 startups in fundraising (Seed to Series B). Success rate: 90%.

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