Tax Loss Harvesting: How Investors Reduce Capital Gains Taxes

Stephen Rischall

September 20, 2025

Tax Loss Harvesting: How Investors Reduce Capital Gains Taxes

Taxes can significantly affect long-term investment returns. One strategy investors use to improve tax efficiency is known as tax loss harvesting.

Tax loss harvesting involves selling investments that have declined in value in order to realize a loss for tax purposes. These losses can then be used to offset capital gains from other investments, potentially reducing overall tax liability.

When implemented carefully, tax loss harvesting can help investors manage taxes while maintaining a disciplined long-term investment strategy.

What Is Tax Loss Harvesting?

Tax loss harvesting is the practice of selling an investment at a loss in order to generate a tax benefit.

Realized losses may be used to:

  • offset capital gains from other investments
  • reduce taxable investment income
  • carry losses forward to future tax years

For investors with diversified portfolios, market fluctuations can occasionally create opportunities to harvest losses while maintaining long-term portfolio positioning.

How Tax Loss Harvesting Works

When an investment is sold for less than its purchase price, the difference becomes a realized capital loss.

That loss can then be used to offset capital gains realized from other investments.

Example:

  • An investor sells a stock with a $45,000 gain
  • Another investment is sold with a $15,000 loss

The loss reduces the taxable gain to $30,000.

If losses exceed gains for the year, investors may also be able to apply a portion of those losses against ordinary income and carry the remaining losses forward into future years.

The Wash Sale Rule

One important rule associated with tax loss harvesting is the wash sale rule.

The IRS prohibits investors from claiming a tax loss if they purchase the same or substantially identical security within 30 days before or after the sale.

If this occurs, the loss may be disallowed for tax purposes.

To maintain market exposure, investors often replace the sold security with a similar—but not identical—investment.

Tax Loss Carryforwards

If total realized losses exceed gains in a given year, the IRS allows investors to:

  • offset up to $3,000 of ordinary income annually
  • carry remaining losses forward indefinitely

Loss carryforwards can provide valuable flexibility in managing future tax liabilities.

When Tax Loss Harvesting May Be Most Effective

Tax loss harvesting opportunities often arise when:

  • markets experience volatility
  • portfolios require rebalancing
  • individual investments temporarily decline in value

Rather than simply holding underperforming investments indefinitely, harvesting losses may allow investors to transform short-term declines into potential tax advantages.

Integrating Tax Loss Harvesting Into a Broader Strategy

Tax loss harvesting is most effective when coordinated with a broader investment and tax planning strategy.

For example, investors may combine tax loss harvesting with:

When implemented carefully, these strategies can help improve after-tax investment outcomes over time.

Common Mistakes to Avoid

While tax loss harvesting can offer meaningful benefits, it is important to avoid several common pitfalls.

These include:

  • triggering wash sale violations
  • making investment decisions solely for tax purposes
  • disrupting long-term portfolio allocation
  • failing to track realized losses and carryforwards

A disciplined approach helps ensure tax strategies support long-term investment goals.

The Bottom Line

Tax loss harvesting allows investors to take advantage of market declines by turning temporary losses into potential tax benefits.

By coordinating tax strategies with investment management and long-term financial planning, investors may be able to reduce taxes while maintaining a well-structured portfolio.

At Navalign, our team works with clients to integrate investment strategy, tax planning, and financial planning into a coordinated approach designed to support long-term financial success.