Work backward from what you want to take home. Shared assumptions (your target, the company, the dilution path) apply to every scenario. Each scenario is a stake and the odds you give it, so you can compare them side by side.
Logging saves this scenario’s ownership and odds. Every row is recalculated with the shared assumptions, so change the target or dilution path once and the whole log updates. Pin a row as the baseline to compare the others against it.
| Scenario | Stake now → exit | Odds | Exit needed | vs today | Expected value | Time saved (odds-weighted) | vs break-even |
|---|
Simplified model. Payout = (stake at exit × (exit value − preferences) − exercise cost) × (1 − tax). Preferences are treated as paid first with everyone sharing the remainder, which is conservative at large exits where investors usually convert. Time saved = payout ÷ comparable salary − 4 years worked; the odds-weighted version uses expected value (target × odds). Break-even odds = 4 × comparable salary ÷ target, the odds at which odds-weighted time saved is zero. It ignores secondary sales, vesting cliffs, raises, and the time value of money. Not financial or tax advice.