The factors that influence your decision about whether to sell shares at exercise include the following.
- Exercise methods available to you through your company's stock plan.
- How you plan to pay the costs of exercise and any taxes.
- Tax planning, particularly if you have incentive stock options. Whether you hold the shares, and for how long, will affect your taxes.
- Your needs for the cash proceeds and other financial-planning goals, such as diversification.
- Whether your company is publicly traded or privately held. In a privately held company, you will not be able to sell the shares immediately at exercise because of restrictions that are likely to exist in your grant, and/or because of the SEC rules on resales.
Alert: You should confirm that you have certified an IRS Form W-9 or Form W-8BEN for the account with your brokerage firm or transfer agent. If it does not have this form, you will be subject to backup withholding on the sales proceeds.