The “Exercise” Window: Don’t Lose Your Startup Equity When You Quit

Exercise Stock Options

Core risk: Your stock options can expire fast after you leave because of a post-termination exercise window. What you actually own: A right to buy shares later, not shares, until you exercise. What to confirm before resigning: Vested count, strike price, exact deadline date, option type, and the step-by-step exercise process in writing. The two … Read more

The “Golden Handcuffs” Guide to Vesting Period Stock Options Before You Resign

Vesting Period Stock Options

Big mistake: Quitting right before a vesting or payout milestone can erase real money because eligibility is based on calendar status, not effort. Four buckets: Check Retirement match vesting, RSUs or performance shares, Stock options exercise windows, Bonus or commission payout rules. Date rules: Confirm how your company defines “last day” and what counts as … Read more