Coowoolf The Founder Prenup
Overview
A set of critical discussion topics for co-founders to align on before starting a company (or to revisit periodically). Designed to prevent the 65% of startup failures caused by co-founder conflict.
Core principle: Assume nothing. If you act based on your values and they act based on theirs, you'll think they're acting strangely—but they're just being themselves.
The Alignment Checklist
┌─────────────────────────────────────────────────────────────────┐
│ FOUNDER PRENUP CHECKLIST │
├─────────────────────────────────────────────────────────────────┤
│ │
│ ☐ VALUES CLARIFICATION │
│ List top 3-5 core values and compare. │
│ (Excellence vs. Work-Life Balance?) │
│ │
│ ☐ VISION OF SUCCESS │
│ Define the end game. (IPO? Acquisition? Freedom?) │
│ One wants massive venture outcome, one wants "small shop"? │
│ │
│ ☐ CONFLICT STYLE │
│ How do we argue? (Seething in silence? Exploding?) │
│ How quickly do we need resolution? │
│ │
│ ☐ DECISION PROTOCOL │
│ When we disagree, who decides? │
│ (Vote? CEO final? Domain expert?) │
│ │
│ ☐ CULTURE DEFINITION │
│ Results-driven vs. Family-feel? │
│ Speed vs. Consensus? │
│ │
│ ☐ OPERATING STYLE │
│ Communication preferences and pet peeves. │
│ Working hours expectations. │
│ │
└─────────────────────────────────────────────────────────────────┘
When to Use
| Timing | Purpose |
|---|---|
| Before incorporation | Foundational alignment |
| When adding co-founder | Prevent future conflicts |
| Annually | Relationship health check |
| During tension | Structured de-escalation |
Red Flag Misalignments
| Topic | Co-founder A | Co-founder B | Risk |
|---|---|---|---|
| End Goal | IPO | Lifestyle biz | Critical |
| Work Style | 80hr weeks | 40hrs max | High |
| Decision | Consensus | Dictatorial | High |
| Conflict | Avoid | Confront | Medium |
Common Mistakes
- Assuming alignment because you're friends
- Avoiding the conversation because it feels awkward
- Not revisiting as the company evolves
Real-World Example
Two co-founders realized too late: one wanted a massive venture outcome, the other wanted a small shop where they knew everyone's name. The painful split could have been avoided with this conversation upfront.
Source: Alisa Cohn (Executive Coach, Thinkers50 Top Startup Coach) via Lenny's Podcast