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Sell to Cover* When you exercise your stock options and sell enough shares to cover the option exercise costs, taxes, commissions and fees. You then receive the remaining shares.
The Cost Basis of Your Non-Qualified Stock Options The cost basis, generally speaking, is equal to the exercise price, multiplied by the number of shares exercised. In our example above, the cost basis is equal to 2,000 shares times $50/share, or $100,000.
What Is a Non-Qualified Stock Option (NSO)? A non-qualified stock option (NSO) is a type of employee stock option wherein you pay ordinary income tax on the difference between the grant price and the price at which you exercise the option.
Initiate an Exercise-and-Sell-to-Cover Transaction Exercise your stock options to buy shares of your company stock, then sell just enough of the company shares (at the same time) to cover the stock option cost, taxes, and brokerage commissions and fees.
If you sell right away at the current FMV of the stock, you will not have any capital gain and will only have to pay ordinary income tax on the spread. If you sell your stock within a year of when you exercised your options, you'll pay short-term capital gains tax on any increase in value since the exercise date.
In addition to the previously discussed buy to cover, there is also "sell to cover." Sell to cover refers to employees with stock options that are in the money cashing them in and then immediately selling a portion of the stock to cover the cost of buying them.
Taxation on nonqualified stock options As mentioned above, NSOs are generally subject to higher taxes than ISOs because they are taxed on two separate occasions ? upon option exercise and when company shares are sold ? and also because income tax rates are generally higher than long-term capital gains tax rates.
Non-qualified Stock Options (NSOs) are stock options that, when exercised, result in ordinary income under US tax laws on the difference, calculated on the exercise date, between the exercise price and the fair market value of the underlying shares.