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Sell It All Now, or Over Several Years?

Compare the estimated tax cost of realizing a large stock gain in one year versus spreading it out, using 2026 federal figures. A tax comparison only.

Concentrated Stock Tax Calculator

Your inputs

Assumed to be the same in each year of the comparison

Default 9.3% is one California bracket; CA's top rate is 13.3%. Enter 0 for no state tax.

Estimated tax: $578,505 if sold this year, $543,915 if spread over 3 years.

Estimated tax on a $1,800,000 long-term gain

Sell all in 2026

$578,505

32.1% of the gain

Spread over 3 years

$543,915

30.2% of the gain

Estimated tax difference

$34,590

Lower total tax when spread, before price changes

Tax comparison by scenario
ScenarioGainFederalNIITStateTotal
All in 2026$1,800,000$342,705$68,400$167,400$578,505
Spread: year 1$600,000$102,705$22,800$55,800$181,305
Spread: year 2$600,000$102,705$22,800$55,800$181,305
Spread: year 3$600,000$102,705$22,800$55,800$181,305
Spread: total$1,800,000$308,115$68,400$167,400$543,915
Tax cost is only half the trade-off. This comparison holds the share price constant. In reality the unsold shares keep their full exposure to one company for the whole period, and a decline in price can exceed any tax difference shown here. Spreading sales also keeps concentration risk in place for longer. A single-stock position can lose a large part, or all, of its value.

Hypothetical, illustrative tax-cost estimate using 2026 federal figures held constant for every year. It does not project stock prices or investment returns, and it ignores the market risk of holding, other investment income, credits, itemized deductions, AMT, state-specific rules, and future tax-law changes. The NIIT estimate treats AGI as modified AGI. This is not tax, legal, or investment advice; consult your CPA or tax advisor. It should not be used, on its own, to decide whether to buy, sell, or hold any security. Calculations run in your browser; nothing you enter is sent or stored.

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Common questions

Can spreading stock sales over several years lower the total capital gains tax?
Sometimes. Long-term gains are taxed at 0%, 15%, or 20% depending on where they fall on top of your other taxable income, and the 3.8% Net Investment Income Tax applies above $200,000 (single) or $250,000 (married filing jointly) of modified AGI. A large one-year gain can push more of the gain into the 20% bracket and over the NIIT threshold; smaller annual sales may keep more of it lower. The effect depends on your income, and state tax often does not change much with timing.
What does this comparison leave out?
It holds the share price constant and does not project stock prices or returns. In reality, unsold shares keep their full exposure to one company, and a price decline can exceed any tax difference. It also ignores the time value of deferring tax, other investment income, credits, itemized deductions, AMT, graduated state brackets, and future tax-law changes.
Are there alternatives to selling a concentrated position outright?
Approaches people discuss with their advisors include gifting appreciated shares to charity or family, exchange funds, tax-loss harvesting elsewhere in the portfolio to offset gains, and hedging strategies such as collars. Each has its own costs, eligibility rules, and risks, and none removes all of them. They are outside the scope of this calculator.

This calculator is provided for educational purposes only and its results are hypothetical and illustrative. It compares estimated tax cost only, holds the share price constant, and does not project prices or returns or reflect the market risk of holding a concentrated position. It does not constitute tax, legal, or personalized investment advice. Consult your CPA or tax advisor before acting. It should not be used, on its own, to decide whether to buy, sell, or hold any security. Calculations run in your browser; nothing you enter is sent or stored.

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