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Annotated diagram of Schedule DTax errors can be costly! Don't draw unwanted attention from the IRS. Our Tax Center explains and illustrates the tax rules for sales of company stock, W-2s, withholding, estimated taxes, AMT, and more.

ISOs: Taxes



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What are the ISO withholding rules?
Unlike with NQSOs, there is no federal income-tax withholding at exercise (even with a same-day sale), and no Social Security and Medicare tax is owed or withheld. Other than Pennsylvania, states follow these same rules. This does not mean you have no taxable income at exercise or sale; rather, income tax is paid either when the return is filed or through estimated tax payments.
Alert: You therefore need to plan for future taxes that you will owe with your return. Consider putting aside the taxes you will owe. Consider the need to make estimated tax payments for substantial gains, as explained in other FAQs in the Tax Center.

The IRS was interested in this topic a few years ago. In November 2001 it proposed to withhold Social Security and Medicare taxes, starting in 2003, from the entire spread at purchase/exercise of ESPP/ISO shares. But in late June 2002 the IRS decided to delay this change for at least two years. Fortunately, the American Jobs Creation Act specifically excludes ISO and ESPP gains at exercise or sale from federal income-tax withholding and from FICA (i.e., Social Security and Medicare) and FUTA taxes. Accordingly, the IRS withdrew its proposed regulations in July 2005.

For an annotated diagram of what will appear on your W-2 after you exercise incentive stock options, see a related FAQ.

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