RSU Advisor Match

Should You Sell RSUs Immediately or Hold?

It's one of the most common questions equity-comp advisors hear: "My RSUs just vested. Should I sell them all now, or hold to get long-term capital gains treatment?"

The honest answer is that for most people, the tax benefit of holding is smaller than you think, and the risk of holding concentrated employer stock is larger than you think. Here's the actual math.

The key insight: ordinary income tax is already owed

When your RSUs vest, the IRS treats the fair market value of the shares as ordinary income — the same as a cash bonus. Your employer withholds at the 22% supplemental rate, but if your marginal rate is 35–37% you'll owe the gap in April. This tax is owed regardless of when you sell.

The vest-day FMV becomes your cost basis in the shares. From that point forward, any gain or loss is a capital gain or loss — short-term if you sell within 12 months, long-term if you hold past 12 months.

The decision you're actually making: You're not choosing between "pay tax now" and "pay tax later." You're choosing whether to hold your employer's stock as an investment — knowing it starts at a basis equal to today's price — versus selling and diversifying.

The rate math: STCG vs LTCG in 2026

Short-term capital gains (held <12 months) are taxed at your ordinary income rate. Long-term capital gains (held 12+ months) get preferential treatment.

Taxable income (single filer) STCG rate LTCG rate NIIT2 Max effective LTCG rate
$49,450–$103,350 22% 15% 0% (below $200K) 15%
$103,350–$197,300 24% 15% 0% (below $200K) 15%
$200,001–$533,400 32–35% 15% 3.8% 18.8%
Above $533,400 37% 20% 3.8% 23.8%

Rates per IRS Rev. Proc. 2025-32. NIIT threshold ($200K single) is not inflation-adjusted.

For a senior tech employee at $350K total income — base salary plus RSU vests — the spread is roughly 35% STCG vs 18.8% LTCG. That's a 16-percentage-point difference. Real, but let's see what it means in practice.

Break-even worked example

Suppose $100K of employer stock vests today. You're a single filer at $350K total income, so your marginal rate is 35% and your LTCG rate is 18.8%. You're deciding whether to sell now or hold 12 months.

Scenario Stock price at sale Capital gain above basis Tax on the gain Net proceeds
Sell today (at vest) $100,000 $0 $0 $100,000
Hold 12 months, stock flat $100,000 $0 $0 $100,000
Hold 12 months, stock +10% ($110K) $110,000 $10,000 $1,880 (LTCG 18.8%) $108,120
Hold 6 months then sell, stock +10% $110,000 $10,000 $3,500 (STCG 35%) $106,500
Hold 12 months, stock −10% ($90K) $90,000 −$10,000 loss $0 (loss offsets other gains) $90,000 (+ tax-loss benefit)

If the stock rises 10% over the year, the LTCG rate saves you $1,620 compared to selling just before the 12-month mark. If the stock falls even 1.6% below vest price, you've given back that entire benefit in unrealized loss — and you're still holding concentrated single-stock risk.

The practical takeaway: You need the stock to appreciate and stay appreciated for 12 months to realize the LTCG benefit. A 1–2% decline in a $100K position wipes out the tax savings from a 10% gain.

Why California changes the calculus completely

California does not have preferential capital gains rates. LTCG is taxed as ordinary income at the same 9.3–13.3% state rate as your salary.3 For a CA resident earning $350K:

The federal spread still exists, but at California's top rates (13.3%), the all-in LTCG rate approaches 37%, and the break-even point for holding becomes even harder to justify.

If you're a CA resident with a concentrated employer stock position, the case for immediate diversification is stronger than the raw LTCG math suggests.

The concentration risk you're ignoring

The tax math above treats this as a pure rate arbitrage. But holding employer stock has a second dimension most people underweight: concentration risk.

If you work at a company and hold that company's stock, you have two sources of exposure to the same underlying risk. If the company struggles — a bad quarter, an industry headwind, a failed product launch — both your income and your investment portfolio take a hit at the same time.

Modern portfolio theory strongly suggests that employees should diversify away from their employer stock as fast as tax costs allow — not hold more of it.

The question isn't just "will I save $1,620 on taxes?" It's "is holding another 12 months of concentrated single-stock exposure worth a $1,620 potential tax saving?"

For most people at typical RSU levels ($100K–$800K annual vests), the answer is no.

When selling immediately makes sense

When holding might make sense

Even when holding makes sense, hold a plan — not a feeling. Write down exactly what gain threshold triggers a sale. "I'll hold for LTCG" is not a plan. "I'll sell by October 31 regardless of price, or at $150/share if it hits that first" is a plan.

Special situations

You're still inside the lockup period (post-IPO)

If your company recently IPO'd, you may be locked up for 180 days from the offering date. You have no choice but to hold during the lockup. This involuntary holding period starts the 12-month LTCG clock, which is actually advantageous — by the time lockup expires, you may be 6+ months into your LTCG holding period. See our IPO lockup expiration guide for specific strategies.

You're an insider subject to trading windows

If you're subject to quarterly trading blackout windows, you can only sell during open windows (typically a few weeks after earnings). This restricts when you can sell, but doesn't change the underlying math. A 10b5-1 trading plan lets you pre-schedule sales during open windows on a forward basis, removing the need to make sell/hold decisions in real time.

Pre-IPO RSUs (double-trigger)

Pre-IPO RSUs typically have a second trigger (an IPO or acquisition) before shares actually deliver. You can't sell until the second trigger fires, so the immediate-vs-hold question doesn't apply until delivery. See our double-trigger RSU guide for what to plan in the months before IPO.

You have ISOs from a previous company alongside RSUs

ISO exercise decisions interact with RSU tax planning: both count toward your marginal income and AMT exposure in the same tax year. An advisor who can model the combined tax picture may find a holding-period strategy that's better than either pure default.

What a specialist advisor models for you

Deciding whether to hold RSUs isn't just a tax question — it's a portfolio construction question. A fee-only advisor who specializes in equity compensation will:

Get your hold-vs-sell decision modeled

The break-even math looks different depending on your specific income level, state of residence, grant size, and what else is happening in your tax year. An equity-comp specialist can model your actual numbers — not a generalized table — and give you a written plan.

Sources

All dollar amounts and rates reflect the 2026 tax year. Values verified May 2026.

  1. IRS Revenue Procedure 2025-32 — 2026 inflation-adjusted income tax brackets, standard deductions, and long-term capital gains thresholds ($49,450 / $533,400 / $640,600 for single filers). irs.gov/pub/irs-drop/rp-25-32.pdf
  2. IRC § 1411 and IRS Topic No. 559 — Net Investment Income Tax, 3.8% on net investment income above $200,000 (single) / $250,000 (MFJ). Threshold is statutory and not inflation-adjusted. irs.gov/taxtopics/tc559
  3. California Franchise Tax Board — California taxes all capital gains (short and long term) as ordinary income. No preferential LTCG rate at the state level. 2026 CA marginal rates: 9.3% ($68,350–$349,137 single) through 13.3% (above $1M). ftb.ca.gov
  4. IRS Publication 550 — Investment Income and Expenses. Holding period rules for capital gains: securities held more than 12 months qualify for LTCG treatment. Holding period starts the day after acquisition. irs.gov/publications/p550
  5. IRS Publication 15-T (2026) — Supplemental wages withheld at flat 22% (up to $1M cumulative supplemental wages per year); excess above $1M withheld at 37%. irs.gov/publications/p15t