Portfolio Checkup: How Tax-Loss Harvesting Can Lower Your Tax Bill

Portfolio Checkup: How Tax-Loss Harvesting Can Lower Your Tax Bill

Learn how tax-loss harvesting can reduce your tax bill and improve your investment returns. Explore key strategies for optimizing your portfolio with this comprehensive guide.

Portfolio Checkup: How Tax-Loss Harvesting Can Lower Your Tax Bill

Tax-loss harvesting is a strategy savvy investors use to reduce their tax liabilities, allowing them to offset capital gains by selling underperforming investments at a loss. It's an essential tool for optimizing your portfolio, especially when you want to reduce your tax burden without changing your overall investment goals. In this blog, we’ll explore how tax-loss harvesting works, why it matters, and how it can lower your tax bill. By the end, you'll have a clear understanding of how to integrate this strategy into your financial planning.

What Is Tax-Loss Harvesting?

At its core, tax-loss harvesting is a method of realizing losses on investments to offset gains on others, effectively reducing your taxable income. When you sell an investment at a loss, that loss can be used to offset capital gains from selling other investments at a profit. If your losses exceed your gains, you can even use them to offset up to $3,000 of other income each year. Any excess losses can be carried forward to future tax years.

The Mechanics of Tax-Loss Harvesting

Let’s break it down step-by-step:

1) Sell Underperforming Investments: You sell investments that have lost value since you purchased them.

2) Offset Capital Gains: The losses from those investments are applied to any capital gains you've realized, reducing your taxable income.

3) Reinvest in Similar Securities: To maintain your portfolio’s target allocation, you reinvest the proceeds from the sale into different but similar securities, avoiding the IRS "wash-sale" rule (which disallows the tax benefit if you buy back the same or a substantially identical investment within 30 days).

Why Tax-Loss Harvesting Matters

Tax-loss harvesting can help investors manage their tax bills by taking advantage of market volatility. This is particularly useful for those with taxable brokerage accounts, where capital gains taxes can take a significant chunk of your returns. Here are some key reasons why tax-loss harvesting should be a part of your portfolio checkup:

  • Offsetting Capital Gains: Capital gains tax rates range from 0% to 20% depending on your income and the length of time you held the asset. Tax-loss harvesting allows you to reduce or even eliminate taxes on gains by applying losses.

  • Improving After-Tax Returns: By strategically using tax-loss harvesting, you can improve your portfolio’s after-tax return. Over time, reducing the amount of taxes you owe increases the overall growth of your investments.

  • Carrying Losses Forward: Even if you don’t have gains to offset in the current year, your losses can be carried forward indefinitely. This can be helpful in years when your portfolio performs well and you have substantial capital gains to report.

  • Reducing Ordinary Income: If your losses exceed your gains, you can use up to $3,000 of those losses to reduce other types of income, like wages, effectively lowering your taxable income for the year.

Key Steps in Reviewing Your Portfolio for Tax-Loss Harvesting

Now that we’ve outlined what tax-loss harvesting is and why it matters, it’s time to dive into how to incorporate this strategy during your portfolio review.

1. Identify Underperforming Assets

Start by reviewing your portfolio for any investments that are currently in a loss position. These are assets where the market value is lower than your purchase price. Consider:

  • Equities: Stocks that have underperformed relative to the market.
  • Mutual Funds and ETFs: These funds may also experience losses, especially in sectors or industries that have declined.
  • Bonds: Although often considered safer investments, bond prices fluctuate, and you may have a loss in your fixed-income holdings.

You can use these losses to offset capital gains from better-performing investments.

2. Understand the Wash-Sale Rule

One of the key challenges of tax-loss harvesting is avoiding the IRS’s wash-sale rule, which disallows the tax deduction if you repurchase the same (or a substantially identical) security within 30 days before or after the sale.

To avoid this:

  • Buy a Similar Investment: You can reinvest in an asset that is similar but not identical. For example, if you sold a tech stock like Apple at a loss, you might reinvest in another tech stock or a sector ETF that doesn’t trigger the wash-sale rule.
  • Wait 30 Days: If you prefer to repurchase the same investment, you’ll need to wait at least 31 days to avoid violating the rule.

3. Balance Between Short-Term and Long-Term Capital Gains

Not all capital gains are taxed equally. Short-term gains (on assets held for less than a year) are taxed at ordinary income rates, which can be as high as 37% for high earners. Long-term gains (on assets held for more than a year) benefit from lower tax rates, ranging from 0% to 20%.

During your portfolio checkup, be mindful of:

  • Short-Term Capital Losses: These losses are more valuable because they offset short-term gains, which are taxed at a higher rate.
  • Long-Term Capital Losses: These can still offset long-term gains, helping to reduce your tax liability, but are less impactful than short-term offsets.

4. Consider Future Income

If you anticipate being in a higher tax bracket in the future due to bonuses, business income, or other factors, it might make sense to harvest losses now to carry forward for future tax years.

5. Stay Aligned with Your Investment Strategy

One of the potential downsides of tax-loss harvesting is that it may cause you to sell off positions that play a crucial role in your overall strategy. To avoid this:

  • Rebalance Your Portfolio: After selling an underperforming asset, reinvest in similar securities to maintain your portfolio’s asset allocation. This ensures you’re not taking on unwanted risk or missing out on potential gains.

How Tax-Loss Harvesting Works in Practice

Let’s walk through an example to see how tax-loss harvesting can play out in a real-world scenario:

Scenario:

  • You invested $10,000 in Stock A, which is now worth $7,000 (a $3,000 loss).
  • You also invested $10,000 in Stock B, which has appreciated to $15,000 (a $5,000 gain).
  • Without tax-loss harvesting, you would owe capital gains taxes on the $5,000 gain from Stock B.

Tax-Loss Harvesting in Action:

  • You sell Stock A, realizing a $3,000 loss.
  • This $3,000 loss can offset your $5,000 capital gain, reducing the taxable amount to $2,000.
  • By reinvesting the proceeds from Stock A into a similar investment, you stay on track with your overall strategy.

In this scenario, tax-loss harvesting helped you reduce your tax bill by limiting the taxable gain.

Benefits of Tax-Loss Harvesting Over Time

Tax-loss harvesting can provide significant benefits, especially when implemented over multiple years. The cumulative effect of reducing taxes on your gains allows more of your money to stay invested, which can compound over time.

✅ Compounding Gains

The more you keep in your portfolio (by reducing the taxes owed), the more potential you have for future growth. This is especially beneficial for investors with long-term goals like retirement, where compounding can have a dramatic impact on wealth accumulation.

✅ Capital Loss Carryovers

If you experience a major market downturn and harvest significant losses, those losses can be carried forward indefinitely to offset future gains. This can provide a powerful tax shield in future years.

Conclusion: Take Action with Tax-Loss Harvesting

Tax-loss harvesting is a valuable tool for reducing your tax liability and enhancing your investment returns over time. As you conduct your portfolio checkup, consider how harvesting losses can work within your broader financial strategy.

If you’re unsure about the best approach for your portfolio, consult with a financial advisor or tax professional who can help tailor a strategy to your specific needs. With proper planning and execution, tax-loss harvesting can help you keep more of your hard-earned money working for you.

By implementing this strategy, you’ll be better positioned to navigate market fluctuations while minimizing your tax burden—setting you up for long-term financial success.

I hope this information was helpful! If you have any questions, feel free to reach out to us here. I’d be happy to chat with you. 

Vincere Tax can help you with the tax implications of business taxes, stocks, bonds, ETFs, cryptocurrency, rental property income, and other investments. 

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This post is just for informational purposes and is not meant to be legal, business, or tax advice. Regarding the matters discussed in this post, each individual should consult his or her own attorney, business advisor, or tax advisor. Vincere accepts no responsibility for actions taken in reliance on the information contained in this document.

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