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Wealth Planning

How to manage your employee stock options


If you receive stock options as part of your compensation, but are unsure what to do with them, you’re not alone. Many employees are confused about how options work and don’t have a thoughtful plan for them.

One feature common to all employee stock options is that they expire, so your time to act is limited. Whether or not you choose to exercise your stock options, make sure that your actions are well thought-out. Here is how you can navigate the complexities that come with managing employee stock options.

Stock-based compensation and investment decisions

Like many employees, you might receive options as a portion of your annual compensation. The date you receive the options is called the grant date. Sometimes you have to work at the company for a period of time after the grant date in order for you to be able to exercise the options—that is, to take advantage of the increase in your company’s stock price over time. Options “vest” (meaning you come to own the options—they can’t be taken away from you if you leave the company) on a schedule set by your company. They can vest monthly, quarterly, annually or on another schedule.

As your options vest, their value is primarily the difference between the strike price (the amount you will pay to exercise the options) and the stock’s market price at that time. This difference is sometimes called the “spread.” Sometimes employees think the value of their options is the total number of options they have multiplied by the stock price. However, in order to “exercise” an option (that is, exchange the option for company stock), you have to pay the company the strike price (which can be done either by you paying cash to the company or by the company retaining shares equal in value to the strike price), so the better way to think about the option’s value for you is to pay attention to the spread. Note that for non-public companies, you may need an appraisal to determine the stock’s price.

If you continue to hold your options and do not exercise them once they vest, you are in effect deciding to take some investment risk associated with potential fluctuations in the stock’s value; otherwise, you would likely have sold the resulting shares. This exposure can be an effective investment strategy as long as you deliberately retain the options because you believe that your company’s stock is a good investment.  Most employees who have options, however, tend to retain their options without giving it much thought and without a plan for exercising them. Of course, if you don’t exercise your options before they expire, they will be of no value to you.

Consider this: If someone handed you cash equal to the intrinsic value of your options (the spread), would you purchase your company’s stock with that money? If the answer is “no,” you should think about whether tying your net worth to your company’s stock by holding your options is the right decision for you, and particularly whether the concentrated risk fits into your overall investment plan.  In addition, consider that you may continue to receive options in the future, giving you more exposure to your company’s stock.

And remember, you’re making the same investment decision to be exposed to your company’s stock if you exercise your options and keep the stock you receive as a result of the exercise. Rather than doing so because you were granted the option, it’s always better to know whether and how any investment you make, even in your employer, fits into your strategic plan.

Types of stock options

Employee stock options are generally classified into two broad categories: incentive (or qualified) options (ISOs) and non-qualified options (NQSOs).1

The key difference between NQSOs and ISOs is the tax treatment

Nonqualified stock options

When you exercise an NQSO, in general, the spread will be reportable as compensation on your W-2. As such, it is subject to ordinary income tax as well as payroll taxes on exercise—the exercise is the taxable event, regardless of what you do with the stock you receive from the exercise (refer to the footnote 1). Most companies will withhold enough shares to pay for the exercise, including the strike price and withholding tax, and deliver net shares to you. The shares you receive will generally have a cost basis equal to the market price at exercise, so you can sell them immediately after you exercise the option and pay little or no additional tax. As a result, there is little benefit to holding them unless you want additional exposure to your company’s stock—which is an investment decision you should make deliberately, considering the concentration risk as well.

Most companies withhold at a flat federal and state rate that may be lower than your ordinary income tax rate. If your ordinary income tax rate is higher, you are likely to owe additional tax above the amount withheld and may need to make quarterly income tax payments. You may want to consider exercising and selling the resulting stock to generate the necessary cash for those taxes. You can work with your accountant to estimate how much you’ll need.

Incentive stock options and the AMT

When you exercise an ISO, assuming the relevant holding period requirements are met, the spread will not be subject to ordinary income tax. It is, however, added to your other income for alternative minimum tax (AMT) purposes.

The primary benefit of ISOs comes back to taxes: If you exercise ISOs and hold the resulting stock for more than a year (and other relevant requirements are met), the entire difference between the strike price and the stock price at the time of sale will be taxed at long-term capital gain rates, which are often lower than ordinary income rates. What people often miss, though, is the impact of the AMT. If you are subject to AMT in a given year (and that can change from year to year), it is possible that you could pay more tax by exercising an ISO and holding the stock than if you were to forego the “beneficial” tax treatment.

Here’s how: When you exercise the ISOs, if you’re subject to AMT, the spread is generally subject to tax at a 28% rate (for individual filers, the first $197,900 (in 2020) of alternative minimum taxable income is taxed at 26%). When you later sell the stock, you are taxed on the full spread between your strike price and the sale price at long-term capital gains tax rates (20% if you are in the top tax bracket and generally 15% if you are not; in both cases the 3.8% Affordable Care Act surtax may be added) even though the amount between your strike price and the share price at the time of exercise had already been subject to AMT.

In order to mitigate this “double tax”—that is, the amount subject both to capital gains tax and AMT—there generally is a credit for the AMT you paid.  In reality, however, many people cannot use their credit for many years since, under the tax code, individuals can only use an AMT tax credit in a year in which they are not subject to the AMT. Individuals with high deductions are often subject to the AMT every year; as a result, these individuals are often forced to carry forward their AMT credits until a future year when they can use it (and may never be able to use it if they’re always subject to AMT). Obviously, the longer it takes to use the credit the less valuable the credit is. And if you can never use the credit, you will have paid 28% AMT plus 20% long-term capital gains tax, or a total tax of 48% on the same spread.

Tax implications of compensatory stock options can be complex. Your advisor can help you think through the right strategy and work with your accountant and your other tax advisors to craft a thoughtful plan that helps you achieve your goals.

1. This is a general overview of the tax treatment of NQSOs and ISOs) and timing (and amount) of any income inclusions will depend on your specific facts and circumstances, including whether you made a section 83(b) election. It is important to work with a tax advisor when exercising options.

 

 

 

 

IMPORTANT INFORMATION

Investing involves market risk, including possible loss of principal, and there is no guarantee that investment objectives will be achieved. Past performance is not a guarantee of future results.


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