Employee Stock Purchase Plans (2024)

Get information about how your employee stock purchase plan can impact your taxes.

Employee Stock Purchase Plans (1)

Buying company stock at a discount

Many large companies offer Employee Stock Purchase Plans (ESPP) that let you buy your employer's stock at a discount. These plans are often offered as an employment incentive, giving you an opportunity to share in the growth potential of your company's stock (and by implication, work hard to keep the stock price moving ahead).

Usually, you make contributions to a stock purchase fund for a certain period of time through payroll deductions. At designated points in the year, your employer then uses the accumulated money in the fund to purchase stock for you.

In many plans, the price that you pay for the stock is the stock price at the time you started contributing to the fund, or the stock price at the time your employer purchases the shares on your behalf, whichever is lower, with a discount of up to 15%.

  • Either way, you get to buy the stock at a price that's lower than the market price.
  • Your discounted price is known as the offer or grant price.

The company keeps the stock in your name until you decide to sell it. At that point you have to begin thinking about taxes.

But what about taxes?

When the company buys the shares for you, you do not owe any taxes. You are exercising your rights under the ESPP. You have bought some stock. So far so good.

When you sell the stock, the discount that you received when you bought the stock is generally considered additional compensation to you, so you have to pay taxes on it as regular income.

  • If you hold the stock for a year or less before you sell it, any gains will be considered compensation and taxed as such.
  • If you hold the shares for more than one year, any profit will be taxed at the usually lower capital gains rate.

How much of the stock sale price is compensation and how much is capital gain?

That depends on whether your stock sale is a qualifying disposition or a disqualifying disposition.

Disqualifying disposition:

You sold the stock within two years after the offering date or one year or less from the exercise (purchase date).

  • In this case, your employer will report the bargain element as compensation on your Form W-2, so you will have to pay taxes on that amount as ordinary income.
  • The bargain element is the difference between the exercise price and the market price on the exercise date.
  • Any additional profit is considered capital gain (short-term or long-term depending on how long you held the shares) and should be reported on Schedule D.

Qualifying disposition:

You sold the stock at least two years after the offering (grant date) and at least one year after the exercise (purchase date).

  • If so, a portion of the profit (the “bargain element”) is considered compensation income (taxed at regular rates) on your Form 1040.
  • Any additional profit is considered long-term capital gain (which is be taxed at lower rates than compensation income) and should be reported on Schedule D, Capital Gains and Losses.

Situation 1: Disqualifying disposition resulting in short-term capital gain

In this situation, you sell your ESPP shares within one year or less after purchasing them.

Example:

Offering date: 1/01/2022Market price: $30
Exercise (purchase) date: 6/30/2022Market Price: $25
15% discountActual cost: $21.25
Actual sale date: 1/20/2023Market price: $50
Commission paid at sale $10
Number of shares: 100

This is a disqualifying disposition (sale) because you sold the stock less than two years after the offering (grant) date and a year or less after the exercise date.

Because this is a disqualifying disposition, your employer should include the bargain element in Box 1 of your 2023 Form W-2 as compensation. The bargain element is calculated this way:

  1. Subtract the actual price paid from the market price at the exercise date
  2. Multiply the result by the number of shares: ($25 - $21.25) x 100 = $375

Even if your employer didn't include the bargain amount in Box 1 of Form W-2, you report this amount as compensation income on your Form 1040.

You also show the sale of the stock on your 2023 Schedule D, Part I for short-term sales because one year or less had lapsed between the date you acquired the stock (June 30, 2022) and the date you sold it (January 20, 2023).

The sales price you report on Schedule D is $4,990 and the cost basis is $2,500. Your short-term capital gain is the $2,490 difference ($4,990 - $2,500).

How did we come up with these amounts?

  • The gross sales proceeds from selling the shares is the market price at the date of the sale ($50) times the number of shares sold (100), or $5,000.
  • You then subtract any commissions paid at the sale ($10 in this example), to arrive at the sales price amount of $4,990 reported on Schedule D. Your broker will show this amount on Form 1099-B that you'll receive at the beginning of the year following the year you sold the stock.
  • The cost basis is the actual price you paid per share (the discount price) times the number of shares ($21.25 x 100 = $2,125), plus the amount reported as income on your form 1040 (the $375 bargain element we calculated above), for a final cost basis of $2,500.

Situation 2: Disqualifying disposition resulting in long-term capital gain

In this situation, you sell your ESPP shares more than one year after purchasing them, but less than two years after the offering date.

Example:

Offering date: 6/30/2021Market price: $30
Exercise (purchase) date: 1/02/2022Market price: $25
15% discountActual cost: $21.25
Actual sale date: 1/20/2023Market price: $50
Commission paid at sale $10
Number of shares: 100

This is a disqualifying disposition because you sold the stock less than two years after the offering (grant) date.

As in the previous example, your employer should include the bargain element in your wages on your 2023 Form W-2. The bargain element is the same as in the first example ($375). You report this amount as compensation income on your 2023 Form 1040.

You show the sale of the stock on your 2023 Schedule D. It's considered long-term because more than one year passed from the date acquired (January 2, 2022) to the date of sale (January 20, 2023). That is good, because long-term capital gains are taxed at a rate that is lower than your regular tax rate.

  • In this example, as in the previous one, the sales price you report on Schedule D is $4,990 and the cost basis is $2,500.
  • The long-term gain is the difference of $2,490. ($4,990 - $2,500).

Situation 3: Qualifying disposition with stock price increase between offering date and purchase date

In this situation, you sell your ESPP shares more than one year after purchasing them, and more than two years after the offering date and the market price actually increased from the offering date to the exercise date.

Example:

Offering date: 1/01/2019Market price: $15
Exercise date: 6/30/2019Market price: $25
15% discountActual cost: $12.75
Actual sale date: 1/20/2023Market price: $50
Commission paid at sale $10
Number of shares: 100

This, is a qualifying disposition (sale) because over two years have passed between the offering date and the sale date, and over one year has passed between the date of purchase and the date of sale. And this time, the price per share increased from the offering date to the purchase date.

Again, your employer might not report anything on your 2023 Form W-2 as compensation. But you will still need to report some ordinary income on your 2023 Form 1040, as "compensation."

You report the lesser of:

  • The gross sales price of $5,000 minus the $1,275 actual discounted price paid for the shares ($12.75 x 100) minus the $10 sales commission= $3,715, or
  • The per-share company discount times the number of shares. ($2.25 x 100 shares = $225).

So you report $225 on your Form 1040 as "ESPP Ordinary Income."

You also report the sale of your stock on Schedule D, Part II as a long-term sale. It's long term because there is over one year between the date acquired (6/30/2019) and the date of sale (1/20/2023).

  • The sales price reported on Schedule D is $4,990 ($5,000 gross proceeds - $10 commission).
  • The cost basis is the actual price paid per share times the number of shares ($12.75 x 100 = $1,275), plus the amount that you're reporting as compensation income on your Form 1040 ($225).
  • Therefore, your total cost basis is $1,500, and the long-term capital gain reported on Schedule D is $3,490 ($4,990 - $1,500).

Bottom line

Your employer is not required to withhold Social Security (FICA) taxes when you exercise the option to purchase the stock. Also, your employer is not required to withhold income tax when you dispose of the stock. But you still owe some income tax on any gain resulting from the sale of the stock.

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Employee Stock Purchase Plans (2024)

FAQs

Employee Stock Purchase Plans? ›

ESPP stands for employee stock purchase plan. It's a plan that lets employees buy their company's stock—usually at a discount—on a set schedule over time. If your employer offers an ESPP and you enroll, you choose an amount to be deducted regularly from your paycheck.

Is an employee stock purchase plan worth it? ›

An ESPP can be a surprisingly powerful benefit. If you have access to one, it's worth your time to research your plan and consider enrolling. ESPPs can potentially generate a return in 3 ways: with a discount, with a lookback provision, and through the performance of the underlying company stock.

How do employee stock purchase plans work? ›

An employee stock purchase plan (ESPP) is a company-run program in which participating employees can purchase company stock directly, at a discounted price. Employees contribute to the plan through payroll deductions which build up between the offering date and the purchase date.

How much should I put in an employee stock purchase plan? ›

The max contribution is $25k, but sometimes employers will put a cap on salary that can go toward your ESPP. If you haven't ever contributed to your company's ESPP before, you may feel more comfortable selecting a smaller percentage of your pay (maybe 1-5% of your salary).

Is employee stock purchase plan better than 401k? ›

The bottom line on ESPPs

You might even consider prioritizing your ESPP over 401(k) contributions, depending on your specific financial situation, because your after-tax returns could be higher. For even more information about equity compensation, check out Wealthfront's Guide to Equity & IPOs.

What is the 2 year rule for ESPP? ›

You sold the stock at least two years after the offering (grant date) and at least one year after the exercise (purchase date). If so, a portion of the profit (the “bargain element”) is considered compensation income (taxed at regular rates) on your Form 1040.

What are the downsides of ESPP? ›

Employees who invest a large portion of their portfolio in their employer's stock may be putting their financial future at risk. Limited Liquidity: In some cases, ESPPs may have restrictions on when employees can sell their shares, making it difficult to access the funds in an emergency or for other purposes.

What happens to ESPP if you quit? ›

What Happens to My ESPP If I Quit? If you leave your company while enrolled in their employee stock purchase plan, your eligibility for the plan ends, but you will continue to own the stock the company purchased for you during employment.

Can I sell ESPP immediately? ›

Q. When may I sell my stock in an ESPP? A. Employees can generally sell shares purchased through the employee stock purchase plan at any time.

Can I cash out my employee stock purchase plan? ›

A: Yes. You may withdraw from the ESPP by notifying Fidelity and completing a withdrawal election. When you withdraw, all of the contributions accumulated in your account will be returned to you as soon as administratively possible and you will not be able to make any further contributions during that offering period.

Do you pay taxes on an employee stock purchase plan? ›

When you buy stock under an employee stock purchase plan (ESPP), the income isn't taxable at the time you buy it. You'll recognize the income and pay tax on it when you sell the stock. When you sell the stock, the income can be either ordinary or capital gain.

What is the risk of employee stock purchase plan? ›

There's risk, however, that if the company runs into trouble, then both your shares and even your job could be at risk. So going about participating in an ESPP requires strategy with an emphasis on risk management.

How to make money from ESPP? ›

Here's how it would work — You participate in an ESPP, purchase the shares at a discount, and then sell the shares at purchase. After the sale, you can use the money to make a lump-sum contribution to your Roth IRA. Thus, the ESPP helps automate savings while getting the benefit of the share discount.

What's the main disadvantage of an employee stock ownership plan? ›

ESOPs are inflexible in some respects…

While ESOPs are flexible in many ways, they are subject to legal constraints. ESOP rules require that contributions be allocated based on relative compensation (ignoring compensation above a certain level) or some more level formula.

Should I max out my ESPP? ›

If you have access to what we consider a “Good ESPP,” you should try to find a way to max it out. The financial benefits from maxing out your ESPP can be massive. Even if you just sell all your shares as soon as you're able, you'll be able to lock in your discount and that's still a great financial benefit.

Is employee stock purchase a good idea? ›

Benefits of ESPP for employers

When you do well, they do well. An ESPP can potentially build an individual financial wealth, which makes your company more attractive when bringing top talent on board. It could help to land that ideal candidate by giving them something no one else can offer – a stake in your company.

Are employee stock options a good idea? ›

Stock options are a popular way for companies to build a strong relationship with employees and to motivate them to work hard in the interests of the company. Stock options are also a way to encourage employees to stay and not be tempted to leave and work for a competitor.

Is it better to sell ESPP immediately? ›

Owning company shares is a HUGE benefit, especially when you manage those shares to their greatest advantage. In general, we like selling 80% to 90% of your ESPP shares immediately after purchase and using the proceeds to improve your financial situation in other ways.

Do you pay taxes on employee stock purchase plan? ›

When you buy stock under an employee stock purchase plan (ESPP), the income isn't taxable at the time you buy it. You'll recognize the income and pay tax on it when you sell the stock. When you sell the stock, the income can be either ordinary or capital gain.

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