Stripe Equity Plan & Tax Architecture
Stripe employees with settled RSUs or participating in internal secondary tender offers face tax withholding at 22% statutory rates. Because shares are illiquid outside tender windows, underwithholding is hazardous: you cannot easily sell additional shares later to satisfy your April IRS obligation.
Vesting Schedule & Cadence
Structure: Double-trigger RSUs or single-trigger liquidity event shares with quarterly vesting
Equity awards at Stripe are subject to standard supplemental wage withholding at vest. Because Stripe stock (STRIPE-PRIVATE) may fluctuate between grant date and vest release date, tracking your fair market value (FMV) basis is critical for post-vest capital gain accounting.
Brokerage Administration & Sell-To-Cover Mechanics
Stock Plan Administrator: Carta / Morgan Stanley at Work
Company tender offers or net-settlement during annual liquidity windows withhold statutory minimum 22% federal.