Entrepreneurship
Dilution and the Cap Table
The napkin math of ownership: what a cap table is, how each round and option pool shrinks your slice, and why founders who can't do this arithmetic sign away more than they think.
- Beginner
- 16 min total
- 12 chapters
What decision this helps you make: What any financing, option pool, or grant actually does to your ownership, computed before you sign, not discovered at exit.
- Related case study: The Market That Wasn't There
What this topic is
The cap table is the ledger of who owns what: founders, investors, employees, and everything convertible into shares. Dilution is each slice shrinking as new shares are issued; the arithmetic is simple, relentless, and routinely misunderstood at signing time.
Why it matters
Founders regularly end multi-round journeys owning far less than they modeled, because dilution compounds, option pools get carved from founders pre-money, and stacked SAFEs convert all at once. Every one of those surprises is preventable with fifth-grade math applied before signatures.
Who should learn it
Founders taking any outside money or issuing any equity, early employees decoding offers, and bootstrappers who want to know exactly what they're preserving.
What you will understand
- The cap table as a fully-diluted ledger (everything convertible counts)
- Round math: pre-money, post-money, and the new-shares mechanic
- The option-pool shuffle: the dilution hiding in "standard terms"
- SAFE stacking and why deferred pricing isn't deferred dilution
Prerequisites
Common misconception
"Dilution is bad. My percentage went down." Dilution is a PRICE, not a verdict: owning 60% of a $2M company is worth less than 35% of a $20M one. The mistake isn't accepting dilution; it's accepting it blindly: not knowing the end-state percentage, the pool carve-out, or the preference stack that determines what your slice is worth when money actually returns.