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

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:

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:

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:

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:

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:

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:

Tax-Loss Harvesting in Action:

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. 

Being audited is comparable to being struck by lightning. You don't want to practice pole vaulting in a thunderstorm just because it's unlikely. Making sure your books are accurate and your taxes are filed on time is one of the best ways to keep your head down during tax season. Check out Vincere's take on tax season!

Connect with Josh

Friends don’t let friends do their own taxes. Share this article! 

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.

The best source of information on tax

For business tax planning articles, our tax resources provides valuable insights into how you can reduce your tax liability now, and in the future.

Finance

Is a Roth IRA Conversion a Good Option for You?

read more
Finance

Roth IRA Strategies: The Benefits of Contributing vs. Converting

read more
Finance

How to Leverage Tax-Advantaged Accounts to Build Wealth

read more

Contact Vincere Tax And Start Saving Money With Your Taxes.

Our friendly and professional team is ready to service you. Let us help you to minimize your tax burden and save money.

Talk with an Expert
Vincere Tax - Tax Reviews and Tax Planning