Stock Option

  • Two types
    • Incentive Stock Options (ISO) for employees.
    • Non-statutory Stock Options (NSO) for board members/consultants.
  • Restricted Stock Award
  • 409A Evaluation, to make sure that you pay nothing but the long term capital gain.
  • In the event of Change of Control, all the stocks will be vested immediately (as cash!) — You will pay income tax for it.
  • ESOP = Employee Stock Ownership Plan

Parameters

  • Grant date = the date you get the options
  • Number of shares
  • Strike price
    • You can buy the shares at this price
    • 409A evaluation, the Fair Market Value of the stock option.
    • The FMV would change every year (or more frequently). You would want to see FMV >> strike price.
  • Issue date, ISOs are good for 10 years.
  • Vesting schedule (negotiable)
    • 1 year cliff = can only exercise option after a year
    • 4 years monthly vesting
    • Liquidity event, all your vesting happens immediately, and all the shares are bought by the new owner
  • Expiration date (e.g. 5 years, or 3 months after leaving)

Tax

  • To receive favorable income tax treatment
    • 1 year from exercise date
    • 2 years from grant date
  • ISOs are only taxed when you sell the options (or in Change of Control event)
  • Alternative Minimum Tax (ATM)
    • Even lower tax
    • But you need to hold on to the stocks for extra period
    • If the stock price plummeted, you’re still liable to pay the same amount of tax.