The Do’s and Don’ts of Employee Stock Options

By Mia Taylor Dec 6, 2023

Stock options are a coveted employee benefit modeling a personal investment strategy in a company, involving complex tax rules necessitating a tax advisor's guidance.

Employee stock options provide workers with the opportunity to purchase their company’s shares at a reduced rate compared to the stock’s market price. Note that possessing options does not equate to an ownership stake; instead, it grants the employee the right to acquire that stock. Depending on the type of option used, different tax implications follow.

There are two key categories within stock options; the provision of an Incentive Stock Option (ISO) or other statutory stock options does not generate immediate income subject to ordinary taxes. The same holds true when exercising the option to acquire the stock, provided one retains the stock within the year of purchase. The financial impact is seen once you resell the acquired stock.

That being said, setting off an ISO incurs an adjustment for the purpose of the Alternative Minimum Tax (AMT) - a parallel taxing system ensuring those who take advantage of deductions and various tax breaks still pay a nominal tax. The adjustment equates to the discrepancy amid the fair market value of the purchased stock and the amount paid for the ISO (if any), along with the stock cost.

However, this adjustment is only mandatory if your rights in the stock can be transferred and aren't vulnerable to a considerable forfeiture risk the year the ISO is exercised. The fair market value used for the adjustment is constant regardless of any lapse restriction when transfer rights in the stock become available or when these rights do not face a significant forfeiture risk.

Refer to Form 6251 to help determine if any AMT payments are required post-ISO exercise.

If you end up selling the stock within the same year of having exercised the ISO, no AMT adjustments are required, as the tax treatment aligns for regular tax and AMT scenarios.

Increments to an AMT adjustment should be added to the stock's cost basis. This step ensures that when selling the stock in the future, the taxable gain for AMT purposes is minimized, avoiding double taxation.

When exercising an ISO, your employer will provide Form 3921-Exercise of an Incentive Stock Option Plan under Section 422(b), which offers necessary details for tax-reporting.

The point of sales marks the phase where you report a gain or loss from the sale when selling stock procured from exercising an ISO or employee stock purchase plan. You'd receive Form 3922-Transfer of Stock Acquired Through an Employee Stock Purchase Plan from your employer or the corporation’s transfer agent if you'd acquired the stock at a discount thanks to an employee stock option plan. The info on this form helps determine the magnitude of the gain or loss and whether it's capital or ordinary income.

For stock types like this, three events play a pivotal role, each dictating its tax results: The granting of the option, its execution, and the stock sale acquired through the option's execution.

Immediately taxable option receipts occur only if their fair market value can be readily defined (such as when the option is actively traded). In most scenarios, however, any valuation is not instantly ascertained, and therefore such granting of options doesn't result in any taxing.

When setting off the option, you state, as income, the stock's fair market value when you procured it, minus any amount paid for the stock. This forms ordinary wage income reported on your W2, thus ramping up your tax basis in the stock.

Eventually, when you sell the stock procured from exercising the options, you report a capital gain or loss for the discrepancy between your tax basis and the amount on the sale.

Stock options present a significant employee benefit where workers get the right (without any obligation) to purchase a certain number of a company's shares at an already set price. There's typically a vesting period before exercising the purchasing option.

Stock options can form substantial employee benefits, giving them a vested interest in the company. Successful company performance results in a boosted share price, generating a financial advantage for the employee. For private firms, stock options can serve a similar benefit if the company eventually goes public, therefore providing a financial windfall for employees with stock options.

The taxation process or deduction of losses occurs when stock option holders sell the stock purchased at exercising their options. The profit will likely incur a capital gains tax.

Stock options can certainly be an excellent resource for employees, but one needs to keep in mind the complex tax rules governing this resource. Thus, if you're granted with stock options, it is recommended to consult with a tax advisor to understand how these tax regulations could impact you.

LEAD STORY