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Mapleton, Utah
Morkel Financial & Tax Services

Should I Sell My RSUs When They Vest? Holding a Year Is Worth 4%.

By Ewan Morkel, EA6 min read

Selling on the vest date costs almost nothing in tax, and the proceeds are the only funded source for the April bill the 22% withholding rate leaves behind. Here is what waiting a year for long-term rates is actually worth in 2026 dollars, and the two times I tell someone to wait.

Financial charts displayed on a laptop beside printed analysis

A software engineer at a public company watches 3,000 shares land in a brokerage account on a Monday morning. The company already sold 864 of them to cover withholding. The remaining 2,136 are worth about $128,000, and they raise the question I get more than any other from people with equity: should I sell my RSUs when they vest, or hold them? Every coworker has an opinion and so does every advisor. For most people the answer is sell, and almost nobody gives the real reason.

The free part

Selling on the vest date is close to free. Free is not the same as handled.

When restricted stock units settle, the fair market value of the shares on the delivery date is ordinary wage income under IRC §83(a). It runs through payroll and lands in Box 1 of your Form W-2. Your basis in those shares is that same amount, under Treas. Reg. §1.83-4(b)(1). Sell them the same day and the capital gain is whatever the stock moved between the vest price and your execution price, which is usually a rounding error.

That part is true, and every page on the first screen of Google says it. What they leave out is what the vest did to your withholding. Employers treat an RSU vest as a supplemental wage payment and withhold at the optional flat rate, which IRS Publication 15 keeps at 22% for 2026. The mandatory 37% rate under IRC §3402(g)(1)(A) does not start until supplemental wages pass $1 million in a year, so nearly everyone gets 22% regardless of bracket.

A $180,000 vest for a single filer, 2026
Shares delivered at vest
3,000 at $60 = $180,000
Wage income under §83(a)
$180,000
Federal withheld at the 22% supplemental rate
$39,600
Medicare at 1.45% plus the 0.9% additional tax
$4,230
Utah withheld at 4.45%
$8,010
Shares sold to cover $51,840 of withholding
864 shares
Shares you keep
2,136 shares, $128,160
Federal tax actually owed on the vest at 35%
$63,000
Federal shortfall due April 15, 2027
$23,400

2026 rates. Single filer with $280,000 of other wages and the $16,100 standard deduction, so taxable income of $443,900 sits inside the 35% bracket, which runs from $256,225 to $640,600 under Rev. Proc. 2025-32. No Social Security tax on the vest because the $184,500 wage base was already met. Utah's flat rate is 4.45% for 2026 under S.B. 60, retroactive to January 1.

A client couple once needed the real number on a bonus of roughly $225,000. I ran it at the marginal rate rather than the effective rate, layering federal, state, Medicare, and Social Security, which had already cut off because the wage base was met. An RSU vest is the same arithmetic. The 22% is a payroll convenience, not your rate, and the difference is cash you produce in April whether or not you still own the shares.

The long-term case

Should I sell my RSUs when they vest, or wait for long-term rates?

This is the argument that keeps people holding, and it deserves a number. Shares held more than one year get long-term capital gain treatment under IRC §1222(3), and the rate spread is real. The holding period starts the day after delivery, so the engineer above is a full twelve months out. Say the stock gains 20% over that year.

What waiting twelve months buys, on a 20% gain
Position kept at vest
2,136 shares, $128,160
Value twelve months later, up 20%
$153,792
Gain
$25,632
Sold at eleven months: 35% + 3.8% + 4.45%
$11,086
Sold at twelve months and a day: 15% + 3.8% + 4.45%
$5,959
Tax saved by waiting
$5,126
Saving as a share of the position held
4.0%

Assumes the same income level in the sale year, so the gain stacks into the 15% long-term bracket, which runs to $545,500 of taxable income for a single filer in 2026, and is fully exposed to the 3.8% net investment income tax under IRC §1411, whose $200,000 single threshold is not indexed for inflation. Utah taxes capital gain at its flat 4.45%.

Twenty points of rate spread applied to a 20% gain works out to 4% of the position. That is the entire prize. To collect it you hold $128,160 of one company's stock, selected for you by your employer, for an extra year. A 4% drop in the share price over that year costs exactly what the tax saving is worth, and a single stock moves 4% in a quiet week. You are taking a coin flip to win a rounding error.

It gets worse if the stock falls hard, because the two sides are not taxed alike. The wage income was taxed at 35% and paid in cash. The loss comes back at $3,000 a year against ordinary income under IRC §1211(b), with the rest in carryforward. That math is in the RSU tax trap when the stock drops, and it is the most expensive thing I watch equity holders do to themselves.

The exceptions

The two times I tell someone to hold.

Both are specific, and neither is a view on the stock. The first is a move. Wage income at vest is sourced to the state where you worked while the units were earned, which is why leaving California does not get you out of California tax on the vest itself. Appreciation after the vest is capital gain, and capital gain follows your residence on the day you sell. If you are relocating in a few months, that appreciation is the only piece of this still in play. California's ladder runs to 13.3% and Utah is flat at 4.45% for 2026, so at the top of the California range the spread is 8.85 points, or about $2,268 on the $25,632 gain above. California RSU tax after moving out of state covers the wage apportionment.

The second is charity. Shares held more than a year are long-term capital gain property, so giving them to a public charity or a donor-advised fund produces a deduction at full fair market value with no gain recognized. Give the same shares at eleven months and IRC §170(e)(1)(A) cuts the deduction back to your basis, which for RSU shares is the vest value you already paid tax on. If a tranche is earmarked for giving, that tranche waits, and note that for 2026 an itemizer's total charitable deduction is reduced by 0.5% of the contribution base under IRC §170(b)(1)(I).

What is not on the list is a belief that the stock is going up. The honest test is whether you would take the $128,160 in cash and go buy company stock with it. Almost nobody says yes. Holding is that same purchase, made by not deciding.

The real mistake

Sell-to-cover is not selling.

The most common error I see is not a bad hold decision. It is no decision at all. Sell-to-cover sells just enough shares to fund withholding, and people read the confirmation, see that shares were sold, and file the whole thing under handled. Four years of quarterly vests later they are 40% concentrated in one employer and cannot name the day they chose that.

The fix is a standing instruction instead of a quarterly judgment call. Most brokers will run an automatic market sale on the vest date. If you are a director or a Section 16 officer, that instruction belongs in a Rule 10b5-1 plan, which since the SEC's 2022 amendments carries a cooling-off period of at least 90 days for those insiders and 30 days for everyone else, so it has to be in place well before the vest you want it to cover.

Then deal with the shortfall. Selling the shares does not pay the tax by itself: add the gap to Step 4(c) of your Form W-4, or send a Form 1040-ES payment for the quarter the vest landed in. The IRC §6654 underpayment penalty is avoidable with the prior-year safe harbor, 110% of last year's tax when your prior-year adjusted gross income was over $150,000. The safe harbor calculator runs that, the RSU tax calculator runs the vest, and the long version is why you owe taxes on your RSUs.

Frequently asked

Quick answers on this topic.

Do I get taxed twice if I sell my RSUs the same day they vest?

No. The vest value is wage income under IRC §83(a), and that same amount becomes your basis under Treas. Reg. §1.83-4(b)(1), so a same-day sale shows almost no gain. The double-tax risk comes from the Form 1099-B, where some brokers report a $0 or incomplete basis for shares from a compensatory award. Check Box 1e against your vest confirmation and correct it with a code B adjustment in column (f) of Form 8949.

Is "always sell at vest" just something advisors say to get your money?

It is a real answer wrapped in a slogan. The tax reason to sell at vest is that your basis already equals the taxed amount, so the sale itself costs almost nothing, and the proceeds fund the April shortfall the flat 22% supplemental rate leaves behind. The investment reason is concentration, which is a genuine problem but not a tax one. Waiting a year for long-term treatment under IRC §1222(3) is worth roughly 4% of the position on a 20% gain, less than a single stock moves in a bad month.

How much should I set aside if I decide to hold the shares?

The difference between your marginal bracket and the 22% already withheld, plus state tax. A single filer in the 2026 35% bracket is short 13 points, which is $23,400 on a $180,000 vest. Cover it through Step 4(c) of Form W-4 or a Form 1040-ES payment for that quarter, and treat the IRC §6654 prior-year safe harbor as the floor: 110% of last year's tax if your prior-year adjusted gross income exceeded $150,000.

When does the one-year holding period on RSU shares start?

The day after the shares are delivered to you, not the grant date and not the date the award was promised. Shares sold on or before the one-year anniversary are short-term under IRC §1222(1) and taxed at ordinary rates, and you need more than one year under IRC §1222(3) for the 15% or 20% rate. If settlement is delayed past the stated vest date, the delivery date controls.

What if my trading window is closed on the vest date?

Then the sale waits for the window, which is exactly why a standing instruction beats a quarterly decision. Most brokers can run an automatic sale on the vest date inside an open window. Directors and Section 16 officers should use a Rule 10b5-1 plan, which since the SEC's 2022 amendments requires a cooling-off period of at least 90 days for those insiders and 30 days for everyone else, so it has to be adopted well ahead of the vest it covers.

Equity compensation planning

Planning the exercise before you click buy.

ISOs, RSUs, ESPP shares, and 83(b) elections create tax the moment they vest or exercise, and the AMT bill can land months later. We model the spread, time the sales, and file the elections on the clock, so the windfall is not eaten by a surprise in April.

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