Back to Advanced Strategies
Advanced Strategies

Tax-Loss Harvesting: Advanced Tax Optimization Strategy

Lisa Thompson
January 18, 2025
10 min
Tax-Loss Harvesting: Advanced Tax Optimization Strategy

What is Tax-Loss Harvesting?

Tax-loss harvesting is a strategy that involves selling investments at a loss to offset capital gains and reduce your tax liability.

How It Works

  1. Identify investments with unrealized losses
  2. Sell those investments to realize the losses
  3. Use the losses to offset capital gains
  4. Reinvest in similar but not identical investments
  5. Maintain your portfolio allocation

Benefits of Tax-Loss Harvesting

  • Reduce Tax Liability: Offset capital gains with losses
  • Optimize Returns: Keep more of your investment gains
  • Maintain Allocation: Stay invested while harvesting losses
  • Long-term Value: Compound tax savings over time

Implementation Strategy

When to Harvest Losses

  • Before year-end to use losses in current tax year
  • When you have significant capital gains
  • During market downturns when losses are available
  • When rebalancing your portfolio

Rules to Remember

  • Wash Sale Rule: Can't buy the same or substantially identical security within 30 days
  • Long-term vs Short-term: Match loss types with gain types
  • Annual Limits: $3,000 limit on deducting losses against ordinary income
  • Carryforward: Unused losses can be carried forward to future years

Key Takeaway

Tax-loss harvesting is a powerful strategy for experienced investors to minimize taxes and optimize returns. Work with a tax professional to ensure you're implementing it correctly and in compliance with tax laws.