RSUs Taxed Before They Vest? The Retirement Tax Surprise Nobody Talks About

personal finances retirement stock equity stock options tax tax tips Oct 14, 2026
rsu-tax-trap-retirement

Imagine this. Your employer gives you a new grant of Restricted Stock Units (RSUs). You're excited because it's a nice addition to your compensation package, and you know those shares will become yours over the next few years.

Then you look at your paystub or W-2 and notice something strange.

You're already paying taxes on those RSUs.

Wait a minute. Don't you pay taxes on RSUs when they vest?

Well, normally, yes. But there's a little-known rule that can throw a wrench into that plan, especially if you're getting close to retirement.

We've actually been seeing this with some of our clients lately, and it's catching people completely off guard.

Here's what's happening.

First, How Are RSUs Normally Taxed?

If you receive RSUs as part of your compensation, you're probably familiar with how they work.

Your employer promises to give you shares of company stock, but you typically have to stick around for a certain period of time before those shares are yours.

For example, your company might grant you $100,000 in RSUs that vest over three years.

Under a typical arrangement:

  • When they're granted: No taxes are generally due.

  • When they vest: You meet the employment requirements, and the shares usually become yours.

  • When you receive the shares: Their value is generally added to your W-2 as ordinary income.

  • When you eventually sell: Any gain or loss after you received the shares is generally treated as a capital gain or loss.

Pretty straightforward, right?

But here's where it gets interesting.

The IRS Has a Rule Called "Substantial Risk of Forfeiture"

I know. That's quite a mouthful.

But stay with me because this is the key to understanding what's going on.

Under Internal Revenue Code Section 83, certain property received as compensation becomes taxable when it's transferable or no longer subject to what's called a substantial risk of forfeiture.

In everyday terms, the IRS is essentially asking:

"Can you still lose this compensation?"

If the answer is yes, there's generally still a risk of forfeiture.

If the answer is no, that risk may be gone.

Now, RSUs have some different rules because you haven't actually received the stock yet. But this same concept plays an important role in determining when your RSUs become subject to Social Security and Medicare taxes under IRC Section 3121(v)(2).

And that's where retirement comes into the picture.

Here's the Twist: Being Eligible to Retire Could Trigger Taxes on Your RSUs

Many companies have special provisions in their stock compensation plans for employees who reach retirement eligibility.

For example, let's say your company considers you retirement-eligible once you reach age 55 and have worked there for at least 10 years.

One of the perks might be that if you retire, you don't lose your outstanding RSUs. You still get the shares when they're scheduled to be delivered.

Sounds like a pretty sweet deal, doesn't it?

It is!

But here's what most people don't realize: That retirement benefit could actually cause your RSUs to become subject to payroll taxes earlier than you expected.

Think about it.

If you're already eligible to retire, and you could walk out the door tomorrow without losing your RSUs, do you really have a substantial risk of forfeiting them?

Possibly not.

And that's exactly what matters under the IRS's special timing rules for Social Security and Medicare taxes.

If your retirement eligibility eliminates the substantial risk of forfeiture, and the other applicable requirements are met, your RSUs could become subject to those payroll taxes as soon as they're granted.

And here's the craziest part. You don't even have to retire!

You could be perfectly happy at your job, planning to work another five or ten years, and still have this rule apply simply because you've reached retirement eligibility.

Who knew being eligible to retire could create a tax surprise?

Let's Put Some Numbers to It

Let's say you're 58 years old, you've been with your company for 15 years, and you're eligible to retire under your employer's stock compensation plan.

Your company gives you a new RSU grant worth approximately $100,000, with shares scheduled to be delivered over the next three years.

Normally, you might expect the taxes to come as those shares are delivered.

But your company has a retirement provision that allows you to leave today and still receive all those shares.

Because you no longer have to stay employed to keep the award, the IRS may consider the substantial risk of forfeiture to be gone.

So here's what could happen:

Today, when you receive the grant: The award may become subject to Social Security and Medicare taxes, based on the applicable timing and valuation rules.

Over the next three years: Your employer delivers the shares according to the original schedule. As you receive them, their value is generally included in your W-2 for federal income tax purposes.

And assuming the compensation was properly accounted for under the special FICA timing rules, it generally won't be taxed a second time for FICA purposes.

So, yes, you could be paying payroll taxes on stock you haven't even received yet.

That's a surprise nobody wants when they're reviewing their paycheck.

Why Is My W-2 Showing RSUs That Haven't Vested?

This is actually one of the questions that prompted us to look more closely at this issue.

Clients approaching retirement are noticing RSU compensation in their payroll records before the shares are scheduled to vest.

Naturally, they're asking, "Why am I being taxed on something I don't even have yet?"

The answer often comes down to the difference between income taxes and payroll taxes.

Here's what to look for on your W-2:

  • Box 1: Federal taxable wages. RSUs are generally included here when the shares or cash are delivered.

  • Box 3: Social Security wages. Certain RSU amounts may be included earlier, up to the annual Social Security wage limit.

  • Box 5: Medicare wages. RSU amounts may also show up here before you actually receive the shares.

That means your Medicare wages could be higher than your federal taxable wages, even though you haven't received the stock.

And if you're a high-income earner, the Additional Medicare Tax could come into play as well.

So before assuming payroll made a mistake, it's worth checking whether your retirement eligibility is triggering this special tax treatment.

What Should You Do If You're Getting Close to Retirement?

If RSUs are part of your compensation and retirement is somewhere on the horizon, here are three things I'd encourage you to do.

1. Take a look at your RSU agreement.

I know, reading through stock compensation documents probably isn't your idea of a good time.

But look for language about retirement eligibility and what happens to your unvested RSUs if you leave the company.

Those details really matter.

2. Ask your payroll department a simple question.

"Does my retirement eligibility change when my RSUs become subject to Social Security and Medicare taxes?"

It's a straightforward question that could help explain some unexpected numbers on your paycheck or W-2.

3. Talk with your tax advisor before making retirement decisions.

RSUs can be a significant part of your overall wealth, especially if you've been accumulating company stock for years.

Understanding when taxes apply, when shares will be delivered, and how all of this fits into your retirement plan can help you avoid unnecessary surprises.

The Bottom Line: Your Retirement Benefits May Come With a Tax Surprise

Here's what I find so interesting about this rule.

Your employer is trying to give you a great benefit by allowing you to keep your RSUs when you retire.

But that very benefit could cause you to pay Social Security and Medicare taxes sooner than you expected.

And remember, you don't even have to retire for this to happen. Simply being eligible could be enough.

Now, this doesn't necessarily mean you're paying federal income tax on the entire grant right away. That's an important distinction.

But it does mean that if you're approaching retirement, you should understand how your company's RSU provisions affect your taxes.

Because when it comes to taxes and retirement planning, the fewer surprises, the better.

Are you approaching retirement and receiving RSUs as part of your compensation?

Let's take a look at how your stock compensation fits into your overall tax and retirement strategy. A little planning now could make a big difference down the road.

 

Disclaimer: This article is for general educational purposes and is not intended as individualized tax or investment advice. The tax treatment of RSUs depends on the specific terms of your employer's plan and your individual circumstances. Consult your tax advisor for guidance.

Need help from a CPA with your taxes, business setup or tax strategy? Send us an email at info@juliemerrillcpa.com or book a call.

Book a Call

Author:

Julie Merrill is a Certified Public Accountant, business and tax strategist and has over 25 years of experience working in large to small companies. She currently owns and runs her own tax practice.

Disclaimer:  The information provided in this post is for information purposes only and is in no way intended to be tax or legal advice.  For personalized tax and legal advice, seek counsel with your legal team or tax advisor.