CH. 01 — The Event
Before the wire hits, the clock is already running.
Term sheets, tender offers, secondaries, acquisition — the twelve months around a liquidity event decide more of your financial life than the next twenty years combined. We model the scenarios before you sign, not after.
- QSBS qualification & stacking, modeled per share lot
- 83(b), AMT, and exercise strategy for options still on the table
- Charitable and trust structures that only work before the sale

CH. 02 — The Split
One asset becomes many. Concentration becomes design.
Going from 90% of your net worth in one stock to a portfolio you can sleep on is not one trade — it's a sequence. Exchange funds, staged sales, collars, and a boring, brilliant core you'll never have to think about.
- Concentrated-position playbooks, tax-budgeted per quarter
- A core portfolio priced in basis points, not stories
- Room carved out for angel checks — sized so a zero never hurts

CH. 03 — The Orbit
Compounding is quiet. That's the point.
After the adrenaline of the exit, the best portfolio feels almost boring: automatic, tax-aware, rebalanced without ceremony. The drama stays in your next company. The money just orbits.
- Direct indexing with continuous loss harvesting
- Cash architecture: runway, taxes, and dry powder — separated
- Quarterly reviews in plain English, 45 minutes, no decks
