Harvest All Season Long: The Case for Year-Round Tax-Loss Harvesting

Published on

December 22, 2020

As the end of the year approaches, you may be helping clients minimize their tax burden and efficiently reach their year-end financial goals. For many, ‘tis the season for capitalizing on tax-loss harvesting strategies.

Although often viewed as an end-of-year strategy, I believe an advisor who wants to maximize the benefits of tax-loss harvesting for their clients should seek loss opportunities throughout the entire year, not just at the end of the year.

An advisor who considers tax-loss harvesting only at the end of the year may end up giving up significant tax value by missing market declines earlier in the year. The trajectory of this year’s stock market – large decline, followed by a large rebound – offers a detailed example of how a year-end tax-loss harvesting strategy can lead to missed opportunities.

Overview of tax-loss harvesting

When you have a portfolio of stocks, naturally some will increase in value and some will lose value over the course of a year. Tax-loss harvesting is a process of selling assets that have lost value in the past year and, ideally, replacing them with assets that have similar characteristics, so that a portfolio’s overall risk and return characteristics remain similar. Done well, this process can reduce your client’s tax burden, while maintaining similar pre-tax returns. The capital losses recognized may generally be used to offset capital gains or ordinary income, subject to certain limitations.

When harvesting tax losses, an advisor needs to keep in mind two pertinent aspects of the tax laws: 1) differentiating between long-term vs short-term capital gains and losses, and 2) the wash-sale rule. You can read more about both of these in our “Tax-Loss Harvesting: Now for Everyone” blog post.

Proactively seek loss opportunities

Capital losses recognized in the beginning of the year, or at any time, are generally just as valuable as capital losses recognized at the end of the year. For advisors who want to maximize their tax-loss harvesting strategy, the key is to be proactive and seek out opportunities to take losses throughout the calendar year, and not just in December. This strategy enables you to act when a portfolio experiences actual losses and use that loss to your advantage.  

This year, in particular, illustrates this general idea. With severe market declines due to the pandemic, spring presented significant opportunities to harvest losses – at its low point, the S&P 500 declined approximately 30% from the beginning of the year.  By December, the S&P was actually up over 10% year to date. In 2020, by far the best time for tax-loss harvesting was in the spring, not in December.

By harvesting losses when they are available, not just in December, you can proactively generate greater value for your clients.

Contact us at advisorservices@openinvest.com to learn more about how OpenInvest can help with year-round automated tax-loss harvesting for all of your clients.


Investment in securities involves the risk of loss. Past performance is no guarantee of future returns. One cannot invest directly in an Index. Any opinions, estimates and forecasts offered in this document constitute judgment as of the date of the materials and are subject to change without notice, as are statements of financial market trends, which are based on current market conditions. We believe the information contained in this document to be reliable but do not warrant its accuracy or completeness. This material is not intended as an offer or solicitation for the purchase or sale of any financial instrument. The views and strategies described may not be suitable for all investors. This material has been prepared for informational purposes only and it is not intended to provide and should not be relied on for investment, accounting, legal or tax advice. OpenInvest may not have verified (and disclaims any obligation to verify) the accuracy or completeness of any information herein that has been provided or obtained by third parties.

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