A Tax Dilemma – How Capital Gains Can Hold Financial Advisors Hostage

While a series of profitable years is wonderful, we all know the ride comes to an end at some point. When that happens, advisors seeking to manage or reduce clients’ risk level can be held hostage to the gains that have built up in taxable accounts.

As advisors add new clients/accounts and plan for 2022, now is the time to consider approaches that reduce the risk of this scenario.

In addition to specific tax-loss harvesting strategies, the most simplistic approach, of course, is already used by most advisors when they help clients maximize returns by capitalizing on an assortment of accounts meant to defer taxes. However, since most of these tools have limits on how much can be contributed and stiff penalties for distributions per certain age requirements, it is common for clients to also have one or more taxable accounts.

While it may seem easy for an advisor to write off this concern of realizing gains to reduce risk as simply a cost of doing business, clients aren’t always so forgiving.

In an industry where unreasonable expectations are the norm, advisors may find themselves between a rock and a hard place. Lose money past a client’s “uncle!” point in a subsequent bear market and face being fired. Surprise the client (or their CPA) with an unusually large tax bill from capital gains and face the same result. You get the picture.

Unfortunately, once an advisor has already amassed a significant unrealized tax liability, the options are a bit limited. However, systematic investing expressed through trend following is a strategy that has been touted for its ability to reduce the risk of this scenario for new clients and accounts.


The traditional view of tactical asset management is that risk management and tax efficiency do not mix well. The conundrum is that:

  • Most tactical managers do not place proper emphasis on taxes.
  • Most tax-efficient portfolio strategies do not adequately account for portfolio risk.

However, trend following strategies can account for both. If the developer of the systematic investing rules properly values the importance of tax alpha while making tax management a cornerstone of their risk-managed processes, the strategy can be inherently tax friendly.

At Blueprint Investment Partners, we seek to accomplish this by incorporating a blend of timeframes in line with U.S. tax law:

  • Shorter-term rules allow losing positions to be sold quickly when prices fall (because price is the chief input for our trend-following allocation decisions)
  • Longer-term rules allow gains to be held if the trends persist, usually resulting in a portion of gains being harvested after 12 months

This process can result in a smoothing out of the tax profile, as well as a less choppy ride for clients.


In an average year, a trend following strategy built like what’s described above may realize more gains than a passive portfolio. But, somewhat counterintuitively, this does not necessarily reduce long-term compounding over full market cycles or generate an obstruction that threatens an advisor’s ability to make sound portfolio decisions.

This year has been a great example of how this works. Frequent tax-loss harvesting in Blueprint’s fixed income positions and certain equity sectors has, in most cases, more than offset realized long-term gains in developed and emerging international markets. Despite all the inflation talk, commodities such as gold have been generally directionless for the year, allowing for additional loss harvesting.

The iShares Gold Trust (IAU) is used within Blueprint’s risk-managed asset allocation portfolios, which use the timeframes described above. The chart below highlights points at which we have realized short-term losses and a long-term gain.

Applying Trend Following to iShares Gold Trust (IAU)

visual 1

Source: Barcharts.com and Blueprint Investment Partners, uses iShares Gold Trust closing price data from 1/4/2021 to 11/30/2021

The losses have not been enough to meaningfully drag on the great returns provided by U.S. equities, and have provided value from a tax perspective by offsetting current realized gains or being carried forward. The net result is that Blueprint’s risk-managed asset allocation portfolios have provided a strong return with realized net capital LOSSES.

Impact of Trend Following on Unrealized Capital Gains

To provide a further example, we ran a simulation that uses model performance to test the impact of trend following on unrealized capital gains. (Financial advisors can download and review the results of the simulation for themselves.)

Our model used the total return of the S&P 500 (expressed by SPDR S&P 500 ETF Trust, SPY) since 2000 to compare a buy-and-hold portfolio to a one that utilizes the blend of trend-following timeframes described previously.

In our view, the data showed that since 2000 most of a buy-and-hold portfolio was made of up unrealized gains. Therefore, an advisor looking to make any change to the portfolio or strategy is likely to sustain a substantial taxable event. On the contrary, the trend-followed portfolio, which had a process for systematically harvesting losses (and some gains), maintained a more palatable amount in unrealized gains. All else equal, the flexibility afforded to the client and advisor when a strategy shift or liquidity is needed is considerably easier over this timeframe.

Impact of Trend Following on Pre- and After-Tax Returns

Given this result, you might assume the buy-and-hold strategy would outperform the trend-followed portfolio. We think the data shows one should not so quickly jump to conclusions.

Financial advisors can download and review an illustration that shows the pre- and after-tax returns for the buy-and-hold and trend-followed portfolios. With conservative assumptions about long-term tax rates, we think the data illustrates the potential for a trend-following strategy to generate tax alpha over longer-term time horizons.

Balancing Risk Management & Tax Efficiency

As I conclude, it is important to note that tax considerations should be balanced with risk management. Research produced by Jon Robinson and I shows that maximizing compounding by avoiding large, sustained drawdowns is statistically more important to meeting financial goals than avoiding taxes. For most advisors, it makes more sense to pay taxes on gains than avoid taxes and make a zero return, or worse, incur large drawdowns to avoid realized gains.

That said, maximizing after-tax return not only is fundamental to goal achievement but also psychologically important to clients. In a world where it can be difficult for advisors to stand out, offering a combination of risk management and tax management within portfolios can be a differentiator.

I hope that as advisors look ahead to 2022 and evaluate ways to avoid being captive to the markets and taxes, that they will consider approaches with baked-in tax efficiency.

To discuss this topic in more detail, please reach out.

Blueprint Investment Partners is an investment adviser registered under the Investment Advisers Act of 1940. Registration as an investment adviser does not imply any level of skill or training. The oral and written communications of an adviser provide you with information about which you determine to hire or retain an adviser. For more information please visit adviserinfo.sec.gov and search for our firm name.

Past performance is not indicative of future results. The material above has been provided for informational purposes only and is not intended as legal or investment advice or a recommendation of any particular security or strategy. The investment strategy and themes discussed herein may be unsuitable for investors depending on their specific investment objectives and financial situation.

Information obtained from third-party sources is believed to be reliable though its accuracy is not guaranteed.

Opinions expressed in this commentary reflect subjective judgments of the author based on conditions at the time of writing and are subject to change without notice.

No part of this material may be reproduced in any form, or referred to in any other publication, without express written permission from Blueprint.

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