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A Comprehensive Explanation of Incentive Stock Options (ISOs) and How To Get More Out Of Them

Blog

A Comprehensive Explanation of Incentive Stock Options (ISOs) and How To Get More Out Of Them

August 11, 2022 by Progress Wealth Management

Young Professionals talking about their RSUs
Young Professionals talking about their RSUs

03/13/2023

By Blaine Thiederman MBA, CFP

Founder and Principal Financial Advisor, Progress Wealth Management

Introduction

Stock options are a common form of equity compensation offered by many companies, particularly in the tech industry. Incentive stock options (ISOs) are one type of stock option offered by companies as a part of their compensation package. ISOs are typically offered to key employees, executives, and other valuable contributors to the company.

What are ISOs?

ISOs are a type of stock option that qualifies for special tax treatment under the Internal Revenue Code. Unlike non-qualified stock options (NSOs), ISOs have preferential tax treatment that can result in significant tax savings for the employee. ISOs also have specific requirements that must be met in order to qualify for this tax treatment.

ISOs typically have a vesting period, during which the employee must remain employed by the company in order to be able to exercise the options. Once the options have vested, the employee has the right to exercise them and purchase the underlying stock at the strike price.

What is the strike price?

The strike price is the price at which the employee can purchase the underlying stock. The strike price is typically set at the fair market value of the stock on the grant date, although it can be set at a discount to the fair market value in some cases. The fair market value is usually determined by an independent valuation firm using a method prescribed by the Internal Revenue Service (IRS).

How are ISOs taxed?

ISOs have preferential tax treatment that can result in significant tax savings for the employee. In order to qualify for this treatment, ISOs must meet certain requirements, including:

The options must be granted under a written plan approved by the company’s board of directors or a committee of the board.

The options must be granted within ten years of the date the plan is approved.

The options must be granted to an employee, not a consultant or independent contractor.

The options must have an exercise price that is not less than the fair market value of the stock on the grant date. The options must have a maximum term of ten years.

If these requirements are met, the employee does not have to pay taxes when the options are exercised. Instead, the employee will only pay taxes when the underlying stock is sold. If the stock is held for more than one year after exercise and more than two years after the grant date, any gain will be taxed at the long-term capital gains rate, which is lower than the ordinary income tax rate. If the stock is sold before these holding periods are met, any gain will be taxed as ordinary income.

What happens if the requirements are not met?

If the requirements for ISOs are not met, the options will be treated as non-qualified stock options (NSOs) for tax purposes. NSOs do not have the same preferential tax treatment as ISOs. When NSOs are exercised, the employee must pay ordinary income tax on the difference between the strike price and the fair market value of the stock on the exercise date.

When should I exercise my ISOs?

Deciding when to exercise ISOs can be a complicated decision. There are several factors to consider, including the current market price of the stock, the exercise price of the options, and the tax implications of exercising the options.

One strategy for exercising ISOs is to wait until the stock price has increased significantly before exercising the options. This can result in a larger gain when the stock is sold, but it also increases the risk that the stock price could fall before the options are exercised.

How are incentive stock options taxed?

ISOs are taxed differently than other types of stock options, such as non-qualified stock options (NSOs). Generally, when you exercise an ISO, you don’t have to pay any taxes at that time. Instead, you’ll owe taxes when you sell the shares that you acquired through exercising the option.

There are two types of taxes that you might owe when you sell your ISO shares: capital gains tax and alternative minimum tax (AMT).

Capital gains tax is the tax you owe on any profit you make when you sell your ISO shares. If you hold the shares for more than a year after exercising the option and two years after the grant date, you’ll qualify for long-term capital gains tax rates, which are typically lower than short-term capital gains tax rates.

Alternative minimum tax (AMT) is an additional tax that some taxpayers may owe if their income is above a certain threshold. When you exercise ISOs, the difference between the exercise price and the fair market value of the shares is known as the bargain element. The bargain element is included in your income for AMT purposes in the year you exercise the option. If your AMT liability is higher than your regular tax liability, you’ll owe the AMT.

It’s important to note that not everyone who exercises ISOs will owe AMT. Whether you owe AMT depends on a variety of factors, such as your income, deductions, and exemptions. To determine if you owe AMT, you’ll need to complete IRS Form 6251.

What are the requirements to qualify for ISO tax treatment?

In order to qualify for the favorable tax treatment that ISOs offer, you must meet certain requirements:

You must be an employee of the company that granted the ISOs or a subsidiary or parent company of that company.

You must hold the ISOs for at least two years from the grant date and one year from the exercise date.

You must exercise the ISOs before their expiration date.

You must not sell the shares until at least two years after the grant date and one year after the exercise date.

If you meet these requirements, you’ll be able to take advantage of the lower long-term capital gains tax rates when you sell the shares.

What happens if I don’t meet the ISO requirements?

If you don’t meet the requirements to qualify for ISO tax treatment, your ISOs will be treated as non-qualified stock options (NSOs) for tax purposes. NSOs are taxed differently than ISOs.

When you exercise NSOs, you’ll owe taxes on the difference between the exercise price and the fair market value of the shares at the time of exercise. This amount is treated as ordinary income, and you’ll owe income taxes and payroll taxes on it.

When you sell the NSO shares, you’ll owe capital gains tax on any profit you make. If you hold the shares for more than a year, you’ll qualify for long-term capital gains tax rates.

What are the risks of holding ISOs?

While ISOs can be a valuable part of your compensation package, they also come with risks. Here are a few things to keep in mind:

ISOs can become worthless. If the company’s stock price falls below the exercise price of your ISOs, they may not be worth exercising.

You may owe taxes on ISOs even if they’re worthless. If you exercise ISOs and hold onto the shares, you’ll owe taxes on the bargain element, even if the shares become worthless.

ISOs can be complex. The tax rules surrounding ISOs are complicated, and it can be difficult to understand your tax obligations. It’s important to work with a tax professional or

a graph that helps to explain ISOs

Maximizing the Benefits of Incentive Stock Options

Incentive stock options (ISOs) are a valuable form of equity compensation that companies offer to their key employees. Unlike non-qualified stock options (NSOs), ISOs offer preferential tax treatment that can result in significant tax savings for the employee. This article will discuss some tips for employees on how to make the most of their ISOs, how employees can use ISOs to achieve their financial goals, and provide real-life examples of employees who have utilized ISOs to their advantage.

Tips for Maximizing ISO Benefits

Employees can maximize their ISO benefits by following these tips:

  1. Exercise Strategically: Deciding when to exercise ISOs can be a complicated decision. Employees should consider the current market price of the stock, the exercise price of the options, and the tax implications of exercising the options. One strategy is to wait until the stock price has increased significantly before exercising the options and selling immediately after. This can result in a larger gain when the stock is sold, but it also increases the risk that the stock price could fall before the options are exercised.
  2. Another strategy is to do a cashless exercise resulting in no capital being put at risk from your own bank account (you’re just investing with money you didn’t account for, to begin with).
  3. Diversify Investment Portfolio: Employees should avoid holding too much of their net worth in a single stock. Diversifying their investment portfolio can reduce risk and ensure that they are not overly exposed to the performance of a single company.

Using ISOs to Achieve Financial Goals

Employees can use their ISOs to achieve their financial goals, such as buying a house or saving for retirement. For example, an employee can exercise their ISOs and immediately sell the stock to generate cash to put towards a down payment on a house. Or, they can hold onto the stock and use it as part of their retirement savings plan.

Real-Life Examples of Successful ISO Utilization

Several employees have successfully utilized ISOs to their advantage. For example, an employee of a tech company exercised their ISOs and sold the stock to generate a down payment on a house. Another employee held onto their ISOs until they retired, and the stock had increased significantly in value, providing them with a valuable source of retirement income. We’ve worked with literally hundreds of people who had ISOs and have helped each create a more meaningful and thoughtful strategy for maximizing the value of their ISOs.

Conclusion

In summary, ISOs are a valuable form of equity compensation that offer preferential tax treatment and significant tax savings for employees. To maximize their benefits, employees should exercise their options strategically and diversify their investment portfolio. ISOs can also be used to achieve financial goals, such as buying a house or saving for retirement. It’s important for employees to understand ISOs and use them wisely to achieve financial success. We encourage readers to share this post with others who might find it useful.

DISCLOSURE: Progress Wealth Management (“PWM”).  This communication is for informational purposes only and contains general information only.  PWM is not, by means of this communication, rendering accounting, business, financial, investment, legal, tax, or other professional advice or services.  This publication is not a substitute for such professional advice or services nor should it be used as a basis for any decision or action that may affect your business or interests.  Before making any decision or taking any action that may affect your business or interests, you should consult with PWM, a tax professional, or another fiduciary financial advisor. This communication is not intended as a recommendation, offer, or solicitation for the purchase or sale of any security. PWM does not assume any liability for reliance on the information provided herein.

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