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Employee Nonqualified Stock Options – Use Them or Lose Them

Money Matters – Skloff Financial Group Question of the Month – October 1, 2021

Employee Incentive Stock Options – Use Them or Lose Them

By Aaron Skloff, AIF, CFA, MBA

Q: We read the article ‘Employee Incentive Stock Options – Use Them or Lose Them’.  Our employer has awarded us numerous stock options.  When can we exercise them and what are the tax ramifications?

A: The Problem.  Many employers award stock options to attract and retain employees.  Unfortunately, many employees do not truly understand the different types of options they are awarded, their tax ramifications and how their terms can change.

The Solution – Understanding Employee Nonqualified Stock Options.  Employers can grant service providers (e.g.: employees, directors, consultants, and advisors) nonqualified stock option (NSOs) that give the recipient the right, but not the obligation, to purchase company stock at a certain price in the future.  If utilized in the right manner, NSOs can benefit both the employers and employees. Key to utilizing them in the right manner is understanding their key characteristics, described below.

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Grant Agreement.  This agreement defines the type, number, exercise price, expiration date and vesting schedule of your options.

Grant Date.  This is the day you are issued (granted) the options.

Exercise Price.  The option’s exercise price (or strike price) is the price at which you can purchase company stock from the company.  The exercise price is set at the stock price on the day the grant is given.  If the exercise price is below the stock price, the option is considered ‘in the money’ or ‘above water’.  For example, if the exercise price is $10 and the stock is trading at $12, the option is in the money.  If the exercise price is above the stock price, the option is considered ‘out of the money’ or ‘underwater’.  For example, if the exercise price is $10 and the stock is trading at $8, the option is out of the money.

Vesting Schedule.  Before you can exercise your options, they must vest.  Vesting is when the right to buy shares from your employer begins.

Taxes.  You generally do not owe taxes when you are granted NSOs.  You do not owe taxes when your NSOs vest.  You are subject to taxation when you exercise your NSOs.  The difference between the stock price and the exercise price is called the “bargain element”, and is treated as ordinary income, subject to subject to income tax, Social Security tax, and Medicare taxes.

Expiration Dates.  Since options are often awarded at different times, they have different expiration dates.  A very valuable option leading up to its expiration date is worthless the day after its expiration date.  So, be diligent when exercising your options.

NSO Example.  On June 1, 2019, you receive a NSO giving you the right to purchase 100 shares of ABC stock for $10 per share. You exercise your NSO on July 2, 2020, when the stock price is $12.  Your cost basis per share becomes $12.  On August 3, 2021, you sell your ABC stock for $30 a share. The date of the sale is more than one year after the July 2, 2020, exercise date.

Your first profit of $200 ($12 X 100 shares – $10 X 100 shares) is taxed as income, subject to the 10%, 12%, 22%, 24%, 32% 35% or 37% income tax rate based on your total income, plus Social Security and Medicare taxes.  Your second profit of $1,800 ($30 X 100 shares – $12 X 100 shares) is a long term capital gain, subject to the 0%, 15% or 20% capital gains tax rate instead of the 37% maximum income tax rate (sorry I.R.S.).  Your second profit may also be subject to an additional 3.8% Net Investment Income Tax based on your modified adjusted gross income.  If you exercised your NSO and sold your shares in one year or less (short term capital gain), your second profit would be subject to your income tax rate (making the I.R.S. happy).

Often Overlooked.  Many stock option plans have clear language defining your rights about exercising your options upon termination from the company.  For example, upon termination (other than by reason of death or disability) you have up to 90 days from the date of termination to exercise all or any part of your options that were exercisable at the date of termination.  Severance from a job can be an emotional time, when you may overlook a material part of your wealth – your employee stock options.  So, understand your ‘options’ on your options.

Action Step – Understand Your Options

Work closely with a Registered Investment Adviser (RIA) to make the best financial decisions with your employee stock options.

Aaron Skloff, Accredited Investment Fiduciary (AIF), Chartered Financial Analyst (CFA), Master of Business Administration (MBA) is CEO of Skloff Financial Group, a Registered Investment Advisory firm specializing in financial planning, investment management and benefits for small to middle sized companies. He can be contacted at www.skloff.com or 908-464-3060.

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Tags: capital gains, Exercise Price, Financial Planning, Incentive Stock Options, investment surtax, ISOs, net investment income taxes, Nonqualified Stock Options, NQSOs, stock options, Tax Planning, Taxes
https://skloff.com/wp-content/uploads/2016/12/Face-Of-Beautiful-Woman-On-The-90325799.jpg 749 1028 Aaron Skloff, AIF, CFA, MBA https://skloff.com/wp-content/uploads/2025/10/sfg-8.png Aaron Skloff, AIF, CFA, MBA2021-10-01 12:00:342025-10-10 07:41:34Employee Nonqualified Stock Options – Use Them or Lose Them
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