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Capital Gains & Investments

Tax-Loss Harvesting

Selling investments at a loss to offset gains.

Tax-loss harvesting involves selling investments at a loss to offset capital gains and up to $3,000 of ordinary income.

How It Works

  1. Identify positions with unrealized losses
  2. Sell the losing position to realize the loss
  3. Reinvest in a similar (but not "substantially identical") asset
  4. Claim the loss on your tax return

Example

Without HarvestingWith Harvesting
LTCG realized$50,000$50,000
Loss harvested($20,000)
Net taxable gain$50,000$30,000
Tax saved (at 23.8%)$4,760

Wash Sale Warning

You cannot repurchase the same or "substantially identical" security within 30 days before or after the sale. Safe alternatives:

  • Different index fund tracking similar market (e.g., swap Vanguard S&P 500 for iShares S&P 500)
  • Different asset class (e.g., swap individual stock for sector ETF)
  • Wait 31 days and repurchase

Sources

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