home / skills / yamz8 / open-ceo / fundraising-knowledge

fundraising-knowledge skill

/fundraising/skills/fundraising-knowledge

This skill guides fundraising prep and analysis from pitch decks to term sheets, helping you attract investors and close rounds.

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SKILL.md
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---
name: Fundraising Knowledge
description: This skill should be used when the user asks to "create a pitch deck", "write investor emails", "analyze a term sheet", "prepare for due diligence", "understand fundraising metrics", "compare term sheets", "draft a cold email to investors", "prepare for VC meetings", or mentions fundraising stages (pre-seed, seed, Series A/B/C), valuation, dilution, SAFEs, convertible notes, or investor relations.
version: 0.1.0
---

# Fundraising Knowledge for Startup CEOs

## Overview

This skill provides comprehensive fundraising guidance for VC-backed startup CEOs across all stages from pre-seed through Series C+. It covers pitch deck creation, investor outreach, term sheet analysis, and due diligence preparation.

## Pitch Deck Fundamentals

### Core Principles

Every pitch deck must answer three questions:
1. Why now? (Market timing and urgency)
2. Why you? (Team and unique insight)
3. Why this? (Product-market fit evidence)

### Deck Length Guidelines

| Stage | Slides | Time |
|-------|--------|------|
| Pre-seed | 8-10 | 5-10 min |
| Seed | 10-12 | 10-15 min |
| Series A | 12-15 | 15-20 min |
| Series B+ | 15-20 | 20-30 min |

### Sequoia Format (Recommended for Seed/Series A)

1. **Company Purpose** - One sentence describing what you do
2. **Problem** - The pain point you're solving
3. **Solution** - Your product and how it works
4. **Why Now** - Market timing and trends
5. **Market Size** - TAM, SAM, SOM analysis
6. **Competition** - Landscape and differentiation
7. **Product** - Demo or screenshots
8. **Business Model** - How you make money
9. **Team** - Founders and key hires
10. **Financials** - Metrics and projections
11. **Ask** - Amount raising and use of funds

### YC Format (Recommended for Pre-seed/Seed)

1. **What do you do?** - Clear one-liner
2. **Problem** - Customer pain point
3. **Solution** - Your approach
4. **Traction** - Growth metrics
5. **Market** - Size and opportunity
6. **Team** - Why you'll win
7. **Ask** - Raise amount

### a16z Format (Recommended for Series A+)

1. **Title** - Company name and one-liner
2. **Mission/Vision** - Long-term ambition
3. **Problem** - Deep problem analysis
4. **Solution** - Product walkthrough
5. **Market Opportunity** - Bottoms-up TAM
6. **Business Model** - Unit economics
7. **Go-to-Market** - Distribution strategy
8. **Competition** - Category dynamics
9. **Traction** - Metrics deep dive
10. **Team** - Unfair advantages
11. **Financials** - P&L and projections
12. **Ask & Use of Funds** - Milestones

## Investor Outreach Best Practices

### Email Structure

**Subject line**: Keep under 50 characters, mention referral if warm intro
**Opening**: One sentence on why reaching out to THIS investor
**Body**: 3-4 sentences on company, traction, and ask
**Close**: Clear call to action (meeting request)

### Outreach Sequence

| Day | Action | Content |
|-----|--------|---------|
| 0 | Initial email | Introduction + ask |
| 3 | Follow-up 1 | New data point or news |
| 7 | Follow-up 2 | Social proof (new investor/customer) |
| 14 | Final follow-up | Direct ask for response |

### Warm vs Cold Outreach

- **Warm intro** (80% response rate): Through portfolio founder or mutual connection
- **Cold outreach** (5-15% response rate): Direct email with strong hook

## Term Sheet Analysis

### Key Terms to Evaluate

**Economics:**
- Pre-money valuation
- Investment amount
- Option pool (and who bears dilution)
- Liquidation preference (1x non-participating preferred is standard)
- Anti-dilution (broad-based weighted average is founder-friendly)

**Control:**
- Board composition
- Protective provisions
- Voting rights
- Information rights

**Other:**
- Pro-rata rights
- Drag-along/tag-along
- No-shop period
- Founder vesting

### Red Flags

- Participating preferred (double-dip)
- Full ratchet anti-dilution
- Multiple liquidation preferences (>1x)
- Excessive board control
- Broad protective provisions
- Long no-shop periods (>45 days)

## Stage-Specific Guidance

### Pre-Seed ($250K-$1M)

- **Typical terms**: SAFE or convertible note
- **Valuation caps**: $3M-$10M
- **Focus**: Team + vision + early signal
- **Investors**: Angels, pre-seed funds, accelerators

### Seed ($1M-$4M)

- **Typical terms**: SAFE, convertible, or priced round
- **Valuations**: $8M-$20M pre-money
- **Focus**: Product + early traction
- **Investors**: Seed funds, angels, some multi-stage

### Series A ($8M-$20M)

- **Typical terms**: Priced equity round
- **Valuations**: $30M-$80M pre-money
- **Focus**: Product-market fit + repeatable GTM
- **Investors**: Multi-stage VCs, Series A specialists

### Series B+ ($20M+)

- **Typical terms**: Priced equity round
- **Valuations**: $100M+ pre-money
- **Focus**: Scale + path to profitability
- **Investors**: Growth funds, multi-stage VCs

## Due Diligence Preparation

### Document Categories

1. **Corporate**: Incorporation docs, cap table, board minutes
2. **Financial**: Financials, projections, bank statements
3. **Legal**: Contracts, IP assignments, employment agreements
4. **Product**: Technical architecture, security audits
5. **Commercial**: Customer contracts, pipeline, churn data

### Common DD Requests

For detailed due diligence checklists by stage, see `references/due-diligence-checklist.md`.

## Fundraising Metrics by Stage

| Metric | Pre-Seed | Seed | Series A | Series B |
|--------|----------|------|----------|----------|
| ARR | $0 | $0-$500K | $1M-$3M | $5M-$15M |
| MoM Growth | N/A | 15-30% | 10-15% | 8-12% |
| Burn Multiple | N/A | <3x | <2x | <1.5x |
| NRR | N/A | >100% | >110% | >120% |
| CAC Payback | N/A | <24mo | <18mo | <12mo |

## Additional Resources

### Reference Files

For detailed guidance, consult:
- **`references/deck-templates.md`** - Slide-by-slide templates for each format
- **`references/term-sheet-glossary.md`** - Complete term definitions and analysis
- **`references/due-diligence-checklist.md`** - Stage-specific DD preparation
- **`references/outreach-templates.md`** - Email templates and sequences

### Example Files

Working examples in `examples/`:
- **`example-cold-email.md`** - Sample cold outreach email
- **`example-term-sheet-comparison.md`** - Term sheet comparison framework

Overview

This skill provides practical, stage-aware fundraising guidance for startup CEOs raising venture capital. It covers pitch deck frameworks, investor outreach, term sheet analysis, and due diligence preparation tailored to pre-seed through Series B+. Use it to craft investor materials, evaluate offers, and run efficient fundraises.

How this skill works

The skill inspects fundraising intent and stage signals to recommend the right deck format, outreach cadence, and negotiation priorities. It highlights core deck narratives (Why now / Why you / Why this), flags term sheet economics and control issues, and lists the documents investors commonly request in due diligence. Recommendations are calibrated by stage, typical terms, and fundraising metrics.

When to use it

  • Ask to create or critique a pitch deck or slide outline
  • Request investor outreach emails or an outreach sequence
  • Analyze or compare term sheets and identify red flags
  • Prepare a due diligence document checklist for a financing round
  • Estimate appropriate fundraising metrics, valuations, or dilution scenarios
  • Prepare for VC meetings or negotiating investor control provisions

Best practices

  • Tailor deck length and depth to stage: shorter, mission-driven decks for pre-seed; data- and metrics-rich decks for A/B rounds
  • Lead with the three core questions: Why now, Why you, Why this — answer them within the first 3–5 slides
  • Use concise investor emails: short subject, one-line relevance, 3–4 sentence body, clear CTA
  • Prioritize founder-friendly economics: prefer 1x non-participating liquidation and broad-based weighted-average anti-dilution
  • Prepare a clean cap table and categorized diligence folders ahead of meetings to shorten timelines
  • Track and share one or two traction metrics investors care about (MRR/ARR, growth rate, CAC payback, burn multiple)

Example use cases

  • Build a Sequoia-format Series A deck focused on unit economics and GTM
  • Draft a 4-email cold outreach sequence and a warm-intro template for seed investors
  • Compare two competing term sheets and summarize economics, control points, and red flags
  • Create a stage-specific diligence checklist and folder structure before investor meetings
  • Estimate dilution and post-money ownership under different raise sizes and option pool assumptions

FAQ

What is the ideal deck length for a seed round?

Aim for 10–12 slides and a 10–15 minute presentation, covering mission, problem, solution, traction, market, team, financials, and ask.

Which term sheet provisions are the biggest red flags?

Watch for participating preferred, full-ratchet anti-dilution, multiple liquidation preferences above 1x, and overly broad protective provisions.