Tax planning

Net Unrealized Appreciation Explained: How Executives Can Lower Their Taxes

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Imagine you’re cleaning out your garage and stumble across an old box of baseball cards you bought for $20 decades ago. 

Buried inside is a rookie card of Minnesota Twins legend Kirby Puckett. You dust it off, realize it’s in mint condition, check eBay, and find it’s worth $2,000 today. That gap between what you paid and what it’s worth is a lot like Net Unrealized Appreciation (NUA).

For executives with company stock tucked away in a 401(k) or retirement plan, NUA can turn that “garage sale find” into a money-saving tax strategy. Instead of paying ordinary income tax on the full value when you retire, you may only owe income tax on the original cost basis — and the growth could be taxed at lower long-term capital gains rates. 

It’s one of those rare strategies where the IRS actually gives you a break…if you know how to use it.

What Is Net Unrealized Appreciation (NUA)?

Net Unrealized Appreciation is just a technical way of saying “the growth in value of your company stock inside a retirement plan.”

When you buy or are granted employer stock through a 401(k) or other qualified retirement plan, that stock has a cost basis — essentially, what it was worth when it first landed in your account. Over time, as the company grows and the stock price climbs, the difference between that original cost basis and today’s market value is your NUA.

Think back to that Kirby Puckett rookie card: if you bought it for $20 and it’s now worth $2,000, the $1,980 difference is the unrealized appreciation. It’s the same idea with employer securities.

Example:

  • You own company stock in your 401(k) with a cost basis of $50,000.
  • Today, that stock is worth $200,000.
  • The $150,000 difference is your Net Unrealized Appreciation.

Why does this matter? Because once you eventually take that stock out of your retirement plan, the IRS treats the cost basis and the appreciation very differently for tax purposes. That split — ordinary income tax on one part, long-term capital gains tax on the other — is where the opportunity for tax savings comes in.

How NUA Works in a Retirement Plan

So how do you actually use NUA? The IRS lays out some very specific rules, but the idea is that you can take employer stock out of your 401(k) plan or other qualified retirement plan and move it into a taxable brokerage account. The day you do, the appreciation on that stock is eligible for favorable long-term capital gains treatment instead of being taxed entirely as ordinary income.

Here are the key steps and conditions:

1. You must take a lump-sum distribution.

That means the entire balance of your retirement account has to be distributed in a single tax year. You can roll the non-stock portion into an IRA to keep it tax-deferred, while transferring the company stock into a taxable brokerage account.

2. You need a triggering event.

The IRS allows NUA only after a major milestone, such as:

  • Separation from service (retirement or leaving your employer)
  • Reaching age 59½
  • Disability
  • Death

3. Tax treatment is split.

  • You’ll pay ordinary income tax on the stock’s cost basis in the year of the distribution.
  • The NUA portion (i.e., the growth) is taxed at long-term capital gains tax rates once you eventually sell the stock, regardless of your holding period.

Tax Treatment of NUA

Unlike most retirement distributions, where every dollar is taxed as ordinary income, NUA splits the tax treatment into two parts: 

  1. The cost basis is taxed as ordinary income. 
  2. The appreciation is taxed as long-term capital gains, even if you sell shares the very next day.  

Note: Any appreciation that occurs after the stock leaves your plan and sits in your taxable brokerage account is treated under normal rules: 

  • Held less than a year = short-term capital gains (taxed like ordinary income).
  • Held more than a year = long-term capital gains.

NUA Tax Treatment Example

Let’s assume your employer stock has a cost basis of $100,000 and is now worth $400,000.

When you move it out of the plan, you’ll owe ordinary income tax on the $100,000 basis. If you’re in the 32% federal tax bracket, that’s about $32,000 in taxes.

The $300,000 in appreciation will be taxed at long-term capital gains rates (likely 15%) upon selling. For the sake of this example, we’ll assume you sell right away — that’s $45,000 ($300,000 x 15% capital gains tax), which brings your total tax bill to $77,000. 

What if you didn’t leverage the tax benefits of a NUA strategy and simply rolled the entire $400,000 into an IRA? Every future withdrawal would be subject to ordinary income tax rates. At the same 32% bracket, that’s $128,000 in taxes on the same $400,000, or $51,000 more. 

Handled correctly, NUA can help unlock major tax advantages and bolster your retirement savings. But handled incorrectly — like a full rollover into an IRA — you lose the opportunity, and all future withdrawals will be taxed as ordinary income.

When an NUA Strategy Makes Sense

Like most advanced tax strategies, NUA isn’t a one-size-fits-all solution. For some executives, it can unlock significant tax savings; for others, rolling everything into an IRA may be simpler and just as effective. 

Here are a few situations where an NUA strategy is worth considering:

You hold a large amount of company stock in your 401(k) or retirement plan.

The bigger the gap between your cost basis and current market value, the more potential tax advantages NUA can deliver.

You’re in a high tax bracket now.

Paying ordinary income tax only on the cost basis (instead of the entire fair market value) can be far more efficient if your ordinary income rate is 32%, 35%, or higher. Shifting the appreciation to long-term capital gains rates (typically 15% or 20%) can mean six-figure savings.

You’re approaching a triggering event.

Retirement, reaching age 59½, or leaving your employer can all open the window to use NUA. If you know one of these is on the horizon, it’s worth modeling the potential benefit ahead of time.

You’re looking at estate planning options.

While NUA doesn’t receive a full step-up in basis at death like other assets, it can still be a useful part of a broader wealth management strategy, especially if heirs are likely to face lower tax brackets.

Of course, NUA isn’t the right move for every taxpayer. If your company stock hasn’t appreciated much, or if your cost basis is already high relative to its current value, the benefits may be minimal. In some cases, keeping assets in an IRA for continued tax-deferred growth is more straightforward.

The bottom line: NUA is most effective when you have highly appreciated employer stock, a relatively low cost basis, and the ability to manage your tax picture carefully across multiple years. That’s why it’s critical to evaluate the numbers with a tax advisor or financial advisor before making a decision.

Risks, Rules, and Mistakes to Avoid

For all its potential benefits, NUA comes with strict IRS rules — and mistakes can erase the tax advantages entirely. Before you jump in, keep these considerations in mind:

  • Rolling everything into an IRA kills the opportunity. Once employer stock is inside an IRA, it loses eligibility for NUA treatment. All future withdrawals are considered taxable income. There’s no way to reverse this mistake.
  • You must take a lump-sum distribution. To qualify, the entire balance of your employer-sponsored retirement plan must be distributed in a single tax year after a triggering event (retirement, leaving your employer, turning 59½, disability, or death). Miss the timing, and you miss the strategy.
  • Ordinary income hits in the year of distribution. Remember: the cost basis of your stock is taxed immediately as ordinary income. If your basis is large, this can push you into a higher tax bracket for that year and lead to an unexpectedly steep tax bill.
  • Market risk doesn’t go away. Once employer stock is transferred to a taxable brokerage account, it behaves like any other investment. If the stock price drops, so does the value of your NUA — but your ordinary income tax bill from the distribution doesn’t shrink.
  • Estate planning limits. Unlike other assets, NUA stock doesn’t receive a full step-up in cost basis at death. Your heirs may still face capital gains on the appreciation, making it less flexible as an inheritance tool.
  • Don’t rush your tax planning. Coordinating between your plan administrator, the IRS rules, and your own tax picture requires careful execution. Even small missteps — like selling the stock too early or triggering an early withdrawal penalty — can eliminate the benefit.

Why Work With a Financial Professional

Executing a Net Unrealized Appreciation strategy can be tricky. The IRS rules around lump-sum distributions, triggering events, and timing leave little room for error.

That’s why many executives turn to a financial advisor or tax professional before making a move. They can help you model different scenarios (e.g., tax brackets, sale timing, market performance), quarterback the process, and integrate NUA into your broader financial plan. 

In other words, the value of working with a professional isn’t about giving up control. It’s about making sure that if NUA is the right road to take, you don’t miss the turn or hit an unexpected detour along the way.

If you’re curious whether NUA makes sense in your situation, we’re here to help. Pine Grove can walk you through the tax implications, model different distribution scenarios, and help you decide if this strategy fits into your broader retirement plan. Schedule a meeting with our team, and we’ll explore whether NUA could meaningfully reduce your lifetime tax burden and strengthen your long-term financial outlook.

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