Will I Have to Pay Tax on My Qualified ESPP?

An ESPP stands for Employee Stock Purchase Plan. It’s a program offered by many companies that allows employees to purchase company stock at a discounted price, often through payroll deductions.

Employee Stock Purchase Plans could be an important benefit for you. They can create an incentive for employees to increase their ownership stake with their employer.

Here’s how it typically works:

  1. Eligibility: Employees are usually eligible to participate if they’ve been with the company for a certain period of time.
  2. Enrollment: Employees can choose to have a portion of their salary deducted on a regular basis (usually a percentage) to buy stock in the company.
  3. Discount: The company typically offers a discount on the stock price, often between 5-15%. The price is usually based on the stock price at either the beginning or end of the offering period, whichever is lower.
  4. Purchase: At the end of the offering period, the accumulated funds are used to purchase company stock at the discounted price.
  5. Holding Period: Some plans may require you to hold the stock for a certain period before selling it, though others allow you to sell immediately after purchase.

The tax impact upon the sale of shares within an ESPP varies based on how long the shares were held and at what price they were sold. The tax treatment depends on whether a sale is a qualifying disposition or a disqualifying disposition.

This flowchart addresses the tax consequences you may face when participating in your ESPP, and maps the tax calculations upon the sale of employer stock acquired through your plan.

If you would like to discuss how this may fit into your overall financial plan, please let us know!

Please remember that different types of investments involve varying degrees of risk, and there can be no assurance that the future performance of any specific investment, investment strategy, or product made reference to directly or indirectly in this content, will be profitable, equal any corresponding indicated historical performance level(s), or be suitable for you or your portfolio. Due to various factors, including changing market conditions, the content may no longer be reflective of current opinions or positions. Moreover, you should not assume that any discussion or information contained in this newsletter (article) serves as the receipt of, or as a substitute for, personalized investment advice from Searcy Financial Services, Inc.

The content of this letter does not constitute a tax or legal opinion. Always consult with a competent professional service provider for advice on tax or legal matters specific to your situation. To the extent that a reader has any questions regarding the applicability of any specific issue discussed in this content, he/she is encouraged to consult with the professional advisor of his/her choosing.  

Published for the blog on April 2, 2025 by Searcy Financial Services, your Overland Park, Kansas Fee-Only Financial Planner and Investment Manager.