Skip to content
Patrick FordJanuary, 20226 min read

Should I Participate in My Company’s Employee Stock Purchase Plan (ESPP)?

Should I Participate in My Company’s Employee Stock Purchase Plan (ESPP)?
7:23

 

Time to Read: 7 Minutes

If you have access to an Employee Stock Purchase Plan (ESPP) at work, you may be unsure if it’s a good investment. You also might wonder how it’s taxed and whether to enroll in it. Stratos Private Wealth has experience helping clients at San Diego companies, including Qualcomm, Illumina, and ViaSat, make the most of their ESPP plans. In order to help, we’ve prepared this brief primer to help explain the basics of ESPP plans and to describe an example of one advanced strategy that we like.

What is an ESPP Plan? How does it work?

 
 

An ESPP is an employer benefit offered at some publicly traded companies that allows employees to purchase shares of their company’s stock at a discount. A typical ESPP program permits employees to enroll for a 12-month offering period. Participating employees choose to have a portion of their pay (up to 15%, or $25,000 per year) set aside by their company. Every six months, those funds are used to buy shares of the employer stock at a price below market value (typically a 15% discount). In some cases, an employer will offer a “lookback period” as an additional benefit. The employee still receives a 15% discount; however, the discount is applied to whichever is lower—either the value of the stock on the first day or the final day of the period.

How is an ESPP taxed? Is it pre- or post-tax?

Before you decide to max out your ESPP plan, it’s important to understand how an ESPP is generally taxed.* ESPP shares are post-tax. In other words, your employer stock is purchased with money on which you’ve already paid taxes. Taxes are only due when the ESPP is sold.

If you purchase shares and immediately sell them, expect to pay income taxes on the 15% discount, which is considered compensation by your employer. If you hold ESPP shares after purchase and they appreciate in value, you may pay capital gains taxes in addition to income tax on the discount. To qualify for favorable long-term capital gains taxes, your shares must be held more than two years after the start of the offering period, and more than one year after your purchase date. Although holding stock can result in favorable tax treatment, there are risks to consider. Read on to learn more. . . .

Will I have to pay taxes on my qualified ESPP?
 

Are ESPPs good investments?

These plans can be great investments if used correctly. Purchasing stock at a discount is certainly a valuable tool for accumulating wealth, but comes with investment risks you should consider. An ESPP plan with a 15% discount effectively yields an immediate 17.6% return on investment. To understand this return, consider a stock trading at $10 per share. An employee with access to an ESPP program with a 15% discount is able to purchase shares at $8.50. He or she can immediately sell shares for $10. This sale results in an immediate guaranteed profit of $1.50 per share on an investment of $8.50 per share of 17.6%. Using the maximum $25,000/year contribution to an ESPP plan, this translates to a $4,411 “gift” from one’s employer each year. Over a 30-year career, this employee benefit is worth $132,330!

Can you lose money on an ESPP?

As with any stock, the value of ESPP shares can drop or go away altogether, very quickly. A 15% decline in the stock price can easily wipe out the value received for participating in the plan. This risk of loss is especially important to remember when it comes to investing in your employer’s stock. Having a large portion of your nest egg and your income tied to the performance of one firm creates undue risk. At Stratos Private Wealth, we use sophisticated software to test clients’ financial plans so they know how much employer stock they can afford to own without risking their financial futures.

 

Should I participate? How much should I contribute?

It’s best to consider an ESPP contribution strategy in the context of one’s overall financial plan. Personal financial strategy often involves weighing a variety of interrelated investment, tax, budgetary, and behavioral considerations, which can be overwhelming to individuals who don’t have professional help and the right tools. Although everyone is different, we do see some common patterns.

Highly compensated employees at firms offering ESPP programs are often also awarded stock options and restricted stock as part of their compensation. If their company has done well, they may actually own too much of their company stock (as a percentage of their portfolio). Additional purchases of employer stock would further concentrate their investments and create unnecessary risks, if the stock fails to perform. They may still want to take advantage of their 15% ESPP discount and have the income to save. In addition, these people often have access to several types of tax-advantaged accounts. These include traditional or Roth retirement savings, Healthcare Savings Accounts, or Deferred Compensation plans that offer better long-term tax advantages than their ESPP program.

One strategy we like for these highly compensated clients involves a cycle of maximum ESPP contributions, simultaneous sales, high-basis shares, and immediate investment of proceeds in tax-advantaged accounts. The investor obtains the 17.6% immediate return on investment due to the ESPP discount. He or she sells an equal amount of previously held company stock in tandem with each ESPP purchase. The investor essentially replaces his or her employer stock holdings with stock purchased at a discount. Recently awarded shares from restricted stock units are often a great source of shares to sell upon each ESPP purchase. Recently vested restricted stock units (RSUs) are likely to have a high cost basis. They also don’t generate the additional income taxation associated with sales of ESPP shares. Proceeds from stock sales are then invested inside more tax-advantageous accounts to satisfy retirement savings, which would have otherwise been funded from a client’s earnings. If the usual savings strategies, such as normal 401(k) contributions, have been maximized already, proceeds from stock sales can be deployed elsewhere. “Super Backdoor Roth” savings, Healthcare Savings Accounts, or Deferred Compensation plans are common choices. These can provide either an additional income tax deduction, tax-deferred growth, tax-free growth, or a combination of benefits.

The net result of this transaction can be an immediate 17.6% return on investment, deferral of income taxes on the ESPP discount, and no added investment risk. If you’d like to discuss your ESPP program or your overall financial picture, we’d love to talk!

  Stratos Private Wealth is a division through which Stratos Wealth Partners, Ltd. markets wealth management services. Investment advisory services offered through Stratos Wealth Partners, Ltd., a registered investment adviser.  Stratos Wealth Partners and its affiliates do not provide tax, legal, or accounting advice. This material has been prepared for informational purposes only; and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. You should consult your own tax, legal, and accounting advisors before engaging in any transaction. Content in this material is for general information only and not intended to provide specific advice or recommendations for any individual.  To determine which strategies or investments may be suitable for you, consult the appropriate qualified professional prior to making a decision.  Investing involves risk including possible loss of principal. Some of the information contained herein has been obtained from third party sources which are reasonably believed to be reliable, but we cannot guarantee its accuracy or completeness. The information should not be regarded as a complete analysis of the subjects discussed.
 

 

RELATED ARTICLES