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Non-qualified stock options require payment of income tax of the grant price minus the price of the exercised option. NSOs might be provided as an alternative form of compensation. Prices are often similar to the market value of the shares.
Since time is often your friend when it comes to stock options, you can simply sit out the first couple of years to allow for growth and start to exercise your NSOs in a systematic way when you are nearing expiration. You can plan on exercising 25% of your options per year, in years 5-9.
If you believe the stock price will rise over time, you can take advantage of the long-term nature of the option and wait to exercise them until the market price of the issuer stock exceeds your grant price and you feel that you are ready to exercise your stock options.
The income related to the option exercise should be included in the Form W-2 you receive from your employer or 1099-NEC from the company if you are a non-employee. Any capital gain or loss amount may also be reportable on your US Individual Income Tax Return (Form 1040), Schedule D and Form 8949 in the year of sale.
NSOs vs. RSUs NSOs give you the option to buy stock, but you might decide to never exercise them if the company's valuation falls below your strike price. In comparison, restricted stock units (RSUs) are actual shares that you acquire as they vest. You don't have to pay to exercise RSUs; you simply receive the shares.
Exercise Period: This is the duration when the employee has the right to 'exercise' their options and purchase company stock. It begins on the grant date and terminates on the expiration date, as detailed in the ESOP agreement.
You can keep track of your options and shares from previously exercised options on your equity management platform. Difference between the fair market value (FMV) at exercise and the grant price is taxed as ordinary income and subject to federal, state and local income taxes in addition to payroll taxes.
For nonstatutory options without a readily determinable fair market value, there's no taxable event when the option is granted but you must include in income the fair market value of the stock received on exercise, less the amount paid, when you exercise the option.
Typically, the short answer is, you should exercise and immediately sell your NSOs once you're within a year or two of their expiration date. Since NSOs typically expire after 10 years, this means you'll usually want to exercise and sell them in their ninth or tenth year.