Takeaways
- ESPPs are employer programs that offer employees stock at a discounted price.
- Employees can elect to contribute to their ESPPs via after-tax payroll deductions.
- ESPPs offer discounts as high as 15% to the stock’s current trading price.
- ESPP policies allow participation up to a capped dollar amount or share count.
- ESPP share sales are treated as short-term or long-term capital gains, depending on how long you hold the shares before selling them.
Employee Stock Purchase Plans (ESPPs) are a popular benefit companies offer employees, allowing them to purchase company stock at a discounted price. These plans incentivize employees to invest in the company they work for and to enjoy a piece of the economic pie, so to speak. An Employee Stock Purchase Plan provides a structured way for employees to start buying stock at a reduced rate, often through payroll deductions.
Read More: Best Online Stock Brokerage Accounts
Take the Next Step:

Acorns Website
Acorns Investing App
Smart Money Rating: 5/5
Intro Offer: $20 Bonus Investment
Best For: Beginner Investors
Annual Fee: N/A
What Is an Employee Stock Purchase Plan?
An Employee Stock Purchase Plan (ESPP) is a company-sponsored program that enables employees to buy company shares at a discount, ranging from 5% to 15% off the market price.[1] ESPPs are designed to encourage employees at publicly traded companies to become shareholders, fostering loyalty and a sense of ownership in the company.
There are two main types of ESPPs: qualified and non-qualified. Here’s how they work:
- Qualified ESPPs adhere to Internal Revenue Service regulations and provide tax advantages if employees meet specific holding requirements.
- Non-qualified ESPPs, on the other hand, do not have the same tax benefits but may offer more flexible terms set by the employer. Although some restrictions may apply, these plans are generally available to all full-time employees.
How an Employee Stock Purchase Plan Works
ESPPs function through a structured process that allows employees to purchase shares over a set period or term. First, employees enroll in the plan and decide how much of their salary they want to contribute, typically as a percentage of their wages. These contributions accumulate over an offering period, ranging from six months to two years.
At the end of the offering period, employees’ contributions are used to buy company shares at a discounted price. Many plans include a lookback feature, which allows employees to purchase shares at the lower of two prices: the stock price at the beginning of the offering period or the price at the end. This ensures that employees maximize their benefits if the stock price appreciates during the period.
Once employees purchase the shares, they can hold onto them for long-term investment or sell them immediately for a potential profit. However, tax implications vary based on how long the shares are held after purchase.
You Might Also Like:
When to Participation in an ESPP
Employees should evaluate their financial situation, investment goals, and the company’s stock performance before enrolling. If the Employee Stock Purchase Plan offers a discounted purchase price and a lookback feature, it may present a substantial investment opportunity with immediate gains if the stock price increases.
Employees should also consider their investment risk tolerance and diversification strategy. Investing heavily in company stock can be risky if the business experiences financial difficulties. A good approach is to balance Employee Stock Purchase Plan participation with other investments to maintain a diversified portfolio.
Additionally, employees should assess the tax implications of ESPPs, particularly for qualified plans. Holding shares for at least one year from purchase and two years from the offering date qualifies for favorable tax treatment, reducing taxable income when selling shares. Those who sell shares immediately after purchase may face higher capital gains taxes.
Read Also: 7 Ways to Invest in Bitcoin
Take the Next Step:
Why Companies Offer ESPPs
Companies implement ESPPs because these plans enhance employee retention and motivation by aligning employees’ financial interests with the company’s success. In fact, 49% of companies listed on the S&P 500 offer ESPPs.[2]
When employees have a stake in the business, they will likely stay with the company longer and contribute to its long-term growth. An Employee Stock Purchase Plan also serves as an alternative compensation strategy, offering financial incentives without requiring direct salary increases.
Read More: Employee Compensation: 7 Non-Cash Ways to Get Rewarded
Take the Next Step:

Member NCUA
Alliant Credit Union CD
Smart Money Rating: 5/5
APY: 5.10 % (Terms Apply)
Required Minimum Balance: $1,000
Pros of ESPPs
- Discounted Stock Purchase: Employees can buy shares at a lower price, sometimes up to 15% below market value.
- Lookback Feature: Some ESPPs allow employees to purchase shares at a lower price from the beginning or end of the offering period.
- Potential for Immediate Gains: Employees can sell shares for a quick profit if stock prices rise. (Read more about Tax-Loss Harvesting).
- Tax Advantages: Qualified ESPPs offer tax benefits if shares are held for the required period.
- Payroll Deductions: Contributions are made automatically from salary, making investing easy and accessible.
- Increased Employee Engagement: Owning company stock fosters a sense of loyalty and alignment with corporate goals.
You Might Also Like:
Cons of ESPPs
- Stock Price Volatility: The value of purchased shares may decline, leading to potential losses.
- Concentration Risk: Employees may become too reliant on company stock, increasing investment risk. Think carefully about how much of your paycheck you want going toward owning company stock. (Read more about the 7 Types of Asset Classes).
- Tax Considerations: Selling shares too early can result in higher taxes on gains. (Read more about the Best Online Tax Software Programs).
- Liquidity Constraints: Payroll deductions may reduce take-home pay, impacting cash flow.
- Limited Diversification: Overinvesting in company stock may limit exposure to other investment opportunities. (Read more about 9 Best Low-Risk Investments).
Smart Summary
An Employee Stock Purchase Plan allows employees to invest in their company at a discounted rate, potentially leading to capital gains and tax advantages. These plans align employee and company interests, fostering increased loyalty and engagement while offering a structured way to build your net worth. Before participating, employees should evaluate their financial goals, risk tolerance, and tax considerations to ensure the plan aligns with their investment strategy.
You Might Also Like:
(1) National Association of Stock Plan Professionals. Why Your Qualified ESPP Should Offer a 15% Discount. Last Accessed March 8, 2025.
(2) AON. How Common are Employee Stock Purchase Plans? It Varies Widely by Demographics. Last Accessed March 8, 2025.