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Tax-Loss Harvesting

What is Tax-Loss Harvesting?

Tax-loss harvesting is an investment strategy that involves selling securities that have declined in value to realize a capital loss. This loss can then be used to offset capital gains, reducing tax liability. The sold position is typically replaced with a similar investment to maintain market exposure.

How Tax-Loss Harvesting Works

Basic Process:

  1. Identify positions with unrealized losses
  2. Sell the losing position to realize the loss
  3. Purchase a similar (not identical) investment
  4. Use the loss to offset gains

Tax Benefits

Offsetting Gains:

  • Short-term losses first offset short-term gains
  • Long-term losses first offset long-term gains
  • Remaining losses offset opposite type gains

Excess Losses:

  • Up to $3,000 can offset ordinary income annually
  • Unused losses carry forward indefinitely

Wash Sale Rule

Critical Compliance Issue: The IRS wash sale rule disallows a loss deduction if you purchase a "substantially identical" security within 30 days before or after the sale.

Wash Sale Considerations:

  • Applies across all accounts (including IRAs and spouse accounts)
  • 61-day window (30 days before and after)
  • Requires careful replacement security selection

Replacement Investment Strategies

Original PositionAcceptable Replacement
S&P 500 ETF (SPY)Total Market ETF (VTI)
Individual stockSector ETF
Bond fundDifferent duration/issuer fund
International ETFDifferent index international ETF

Implementation Considerations

When to Harvest:

  • Year-end planning
  • After significant market declines
  • When rebalancing portfolios
  • Before large expected gains

Costs to Consider:

  • Trading costs
  • Potential tracking error
  • Administrative complexity
  • Risk of wash sale violation

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