Logo
Home
>
Tax Planning
>
Harvest losses strategically before year-end

Harvest losses strategically before year-end

04/17/2025
Bruno Anderson
Harvest losses strategically before year-end

As the calendar winds down, investors have a powerful opportunity to turn market downturns into future gains. By realizing a capital loss before year-end, you can reduce your tax burden and strengthen your financial foundation for the year ahead.

What Is Tax-Loss Harvesting?

Tax-loss harvesting is a disciplined approach where you sell investments that have declined in value, thereby locking in strategic tax benefits. The realized capital losses can offset gains and even reduce ordinary income, within IRS limits.

  • Sell depreciated holdings in taxable accounts (not IRAs or 401(k)s).
  • Offset year-to-date capital gains and up to $3,000 of ordinary income per return.
  • Carry forward any unused losses indefinitely.

How It Works: A Clear Example

Imagine you’ve realized $20,000 in short-term gains taxed at your ordinary rate. By harvesting $25,000 in short-term losses, you achieve three powerful results:

1. Zero tax on the $20,000 gain
2. Offset $3,000 of ordinary income
3. Carry forward the remaining $2,000 loss

In a high tax bracket, that could amount to an immediate cash benefit of up to $8,050. Another scenario: Jane offsets $10,000 in short-term and $50,000 in long-term gains by harvesting $20,000 in losses, cutting her liability from $9,900 to $6,450—a $3,450 saving.

Strategic Timing and Considerations

Year-end is the ideal moment: you have full visibility on your realized gains and losses. But beware of the wash-sale rule, which disallows losses if you repurchase the same or substantially identical security within 30 days before or after the sale.

To stay compliant and maintain portfolio diversification, replace sold positions with similar—but not identical—investments. Track cost basis carefully, since any replacement security’s basis resets, influencing future tax outcomes.

Who Benefits Most?

  • Taxable account investors with significant gains or unrealized losses.
  • High-income individuals facing short-term gains taxed up to 37%.
  • Investors with volatile holdings or concentrated positions.
  • U.S. expats balancing cross-border tax obligations.

Important Rules and Caveats

The IRS limits ordinary income offsets to $3,000 per return ($1,500 if married filing separately). Any excess losses carry forward indefinitely. Remember, no harvesting in tax-advantaged accounts like IRAs.

Violating the wash-sale rule can forfeit your deduction. Keep meticulous records and organize your actions early to avoid rushed decisions as December 31 approaches.

Steps and Best Practices

  • Catalog all taxable accounts and identify unrealized loss positions in your portfolio.
  • Calculate year-to-date realized gains and projected tax bracket.
  • Select positions to harvest—target those with limited rebound potential.
  • Sell losing investments and acquire appropriate replacements.
  • Observe the 30-day wash-sale window before repurchasing.
  • Track carryforward losses for future tax planning.

Sample Table: Illustrating Harvesting Savings

Common Mistakes to Avoid

  • Violating the wash-sale rule and losing deductions.
  • Selling quality holdings solely for tax reasons without strong fundamentals.
  • Neglecting overall portfolio rebalancing goals.
  • Forgetting to carry forward all allowable losses.
  • Attempting harvesting within retirement accounts.

Building Confidence for Year-End Action

Embrace tax-loss harvesting not as a last-minute scramble but as part of your holistic financial strategy. Early organization and clear goals can transform market volatility into a tax-efficient advantage.

Engage with a trusted tax professional or leverage digital platforms offering automated harvesting tools. With thoughtful planning, you’ll conclude the year knowing you’ve maximized your opportunities and set the stage for future growth.

Conclusion

Year-end doesn’t have to be stressful. By strategically realizing losses, you harness market downturns to deepen your fiscal resilience. Take action now—review, harvest, replace, and carry forward. Your future self will thank you.

Bruno Anderson

About the Author: Bruno Anderson

Bruno Anderson