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Capital gains harvesting

Make room for gains.
See the lifetime trade-off.

Explore realizing investment gains in years with lower tax rates. See how raising cost basis today could change taxes when you sell later.

Capital gains harvestingInside MoneyWhatIf
See how income and Roth conversions leave room for a year’s capital gains.Illustrative example
Capital gains harvesting
MoneyWhatIf capital gains harvesting showing an annual income stack, selected gains bracket, and the tax and cost-basis detail for a harvest year.

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See what’s possible

What could a lower-income year make possible?

Compare harvesting strategies after the applied Roth schedule, then inspect the costs and potential benefits through the rest of the plan.

Read the detailed guide

Compare three federal gains brackets

Explore 0%, 15%, and 20% targets side by side, including cost basis raised, tax paid, lifetime tax differences, and ending net worth.

Choose the boundaries

Select eligible brokerage accounts, a date window, an annual gain cap, and a guardrail against adding the net investment income tax.

Coordinate the two tax strategies

Roth conversions run first. Inspect each year’s income stack to see the remaining gains room and why harvesting occurred or stopped.

Explore the details

Keep account value and tax basis separate

An account’s balance shows how much it holds; its basis helps determine the taxable gain on a sale. The modeled sale and repurchase can raise basis while keeping the position invested. Review account balances with the harvesting analysis so a basis increase is not mistaken for newly created wealth.

  • Read basis raised separately from the account’s market value.
  • Compare any harvesting tax with its effect on later modeled sales.
Account balancesInside MoneyWhatIf
The accounts behind the total, across the full planning horizon.Illustrative example
Account balances
Projected account balances, with separate colors and life milestones.

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From a question to a clearer picture

Explore a basis reset within the rest of the tax plan

Gain harvesting models selling and repurchasing appreciated taxable investments, keeping their market value invested while increasing cost basis.

  1. Choose eligible accounts and a time window

    Open Step 2 of Tax Planning with a brokerage account that includes balance and cost basis. Enable harvesting, select the source accounts, and review when it runs. Add an annual realized-gain cap and the investment-income-tax guardrail when those boundaries belong in your scenario.

  2. Compare the gains-bracket targets

    Review the 0%, 15%, and 20% federal gains targets with the other settings held fixed. Check the Roth status above the controls: an applied conversion schedule normally uses ordinary-income room first. The comparison explains whether it includes that schedule or explicitly ignores it.

  3. Inspect both the harvest year and the later plan

    Select a year in the chart to see what leaves room for a harvest and what stops it. Compare the basis increase, harvesting tax, lifetime tax differences, and ending wealth before interpreting a larger harvest as a better result.

Connect the whole plan

Coordinate harvesting with conversion choices

Both harvesting and Roth conversions use parts of the same annual income picture. A conversion can change the room available for gains, and a gains target can affect the combined strategy. Review the conversion assumptions before interpreting how much a harvesting schedule can realize in each year.

  • Read ordinary income and conversions before the harvest.
  • Compare the combined result with the same starting plan.
Roth conversion analysisInside MoneyWhatIf
Compare conversion choices across the complete example forecast.Illustrative example
Roth conversion analysis
Comparison of Roth conversion targets with tax costs and ending financial outcomes.

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One way to use it · illustrative scenario

Test harvesting after earned income falls

Imagine a household holding appreciated brokerage investments as earned income falls. It wants to explore the effect of realizing gains.

Try an example plan

The choice to explore

Set a hypothetical harvesting window around those years, keep the same Roth schedule, and compare gains targets using the same account selection and cap.

Where to look

Check which years actually harvest, how much basis rises, and whether income or another guardrail limits the amount. Then review the later sale years and full-plan differences.

What you could learn

The potential benefit depends on when the investments are sold later and their modeled tax treatment. A basis increase is not an immediate cash payout.

Make sense of what you see

Understand the room inside a gains bracket

Read the income stack before the harvest

The chart places ordinary income, applied Roth conversions, earlier gains, and the proposed harvest in the same annual picture. The selected bracket line provides context for why the amount fits or why little additional room remains.

Use the selected-year explanation

The detail panel identifies the year's income, deductions, harvest, and limiting reason. Look at it when two nearby years behave differently. A no-harvest year can be informative if existing income already fills the relevant room.

Separate gain realized from tax paid

A harvest raises cost basis by realizing gain while the modeled position remains invested. The tax cost and later tax effect are separate readings. Compare those with ending wealth, rather than using the harvested amount alone to rank strategies.

A little more detail

Good questions to start with.

Which accounts can participate?

The feature uses eligible brokerage accounts and their cost basis. Retirement, cash, HSA, and education accounts do not participate. An account without embedded gain today may behave differently later, depending on the growth and sales already modeled in the plan.

Does a 0% federal target mean harvesting costs nothing?

No. It names a federal gains-bracket target. Other modeled taxes or income interactions can still create a cost. Read the year's tax detail and the full-plan comparison, particularly when Roth conversions or other gains occur in the same year.

Does the product place trades or select tax lots?

No. This is an annual projection using proportional account cost basis, not a trading instruction or lot-selection tool. The modeled sale and repurchase explain a scenario; the product does not execute the transaction in an investment account.

Know the language

Financial terms behind this feature

Taxable Brokerage AccountLong-Term Capital GainsCost BasisTax-Gain HarvestingWash Sale RuleExchange-Traded Fund (ETF)Capital Gains
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