• February 24, 2026

  • Investments

The Challenge of Concentrated Wealth: Strategies for Managing Single-Stock Risk


For some ultra-high-net-worth individuals, their wealth has accumulated greatly from concentrated stock positions. A concentrated position is an investment portfolio where a significant portion of an individual’s wealth is held in a single stock or a small number of stocks. This is a reality for many business owners who hold a significant number of shares of their company’s stock, employees who receive employee compensation, or individuals who have received an inheritance or have a single successful investment in their portfolio.

Although a concentrated stock can bring significant wealth, it can also present the risk of losing wealth without the right strategies in place. Below, we detail the risks of concentrated positions and give guidance on the different strategies to use to help manage the team.

Why Concentration Can Undermine Long-Term Outcomes

Past performance is no guarantee of future results.
Information is as of 12/31/24. *Bars represent 25% increments. Overflow returns at the top and bottom of the Relative Total Return Ranges (<-1,000% and >1,000%) have been removed. *Derived from a universe of 26,862 actively traded stocks listed on NYSE, NASDAQ, and NYSE American (formerly AMEX) since 12/31/1980; and based on relative total return versus the S&P 500° over the listed trading period of the stock through 12/31/24. Returns are calculated daily, starting on 1/3/1972. Sources: Ned Davis Research, Eaton Vance. 2All actively traded stocks listed on NYSE, NASDAQ and NYSE American (formerly AMEX) since 12/31/1980; 26,861 total stocks. Catastrophic loss is defined as a maximum price drawdown greater than 70%. Recovery is defined as recovery in price to high prior to maximum drawdown.
Sources: Ned Davis Research, Eaton Vance.

One of the most persistent myths in investing is that skillful stock selection consistently beats the market. In reality, most individual stocks underperform their benchmark indexes on a risk-adjusted basis over both short and long-time horizons. Even the stocks that do outperform tend to struggle to sustain their leadership, often lagging in subsequent periods.

When investors concentrate portfolios around these perceived winners, they frequently underestimate the risks involved, leading to higher volatility and the potential for meaningful drawdowns.

Concentrated stock positions are inherently risky because portfolio outcomes become tied to the fate of a single company. Historical data from the Russell 3000 Index dating back to 1980 shows that more than 40% of companies experienced a catastrophic stock price loss—typically defined as a 70% decline from peak levels that was never recovered—often resulting in a near-total loss of capital.1

For those with concentrated positions, this underscores the importance of managing exposure thoughtfully. While diversification remains a cornerstone of portfolio construction, practical considerations such as taxes, liquidity needs, and employer restrictions often require more deliberate approaches.

Strategies for Managing Concentrated Stock Risk

Once the risks of concentrated stock positions are understood, the next step is determining how to manage them in a thoughtful and practical way. For many investors, selling a large stock position outright may not be feasible due to tax considerations, timing concerns, or personal circumstances. The strategies below highlight different approaches investors can use to gradually reduce concentration risk while balancing diversification, taxes, and long-term financial goals.

Aligning Strategy with Your Financial Journey

While these strategies provide a strong foundation for understanding how to manage a concentrated stock position, the most appropriate approach ultimately depends on who holds the stock and where they are in their financial journey. An entrepreneur may remain concentrated to preserve control and long-term upside, a long-term investor may hold based on conviction and tax efficiency, an inheritor may prioritize diversification and simplicity, and a corporate executive or founder—particularly one preparing to leave a company—may choose to reduce exposure as influence over company decisions declines and personal financial goals evolve.

Because concentrated stock positions intersect with taxes, liquidity, career considerations, and personal objectives, there is no one-size-fits-all solution. This is why having a thoughtful conversation with a financial advisor is essential. Our advisors help evaluate these strategies within the context of your broader wealth, risk tolerance, and long-term objectives. Connect with us to discuss integrated approaches to managing concentration risk and enhancing after-tax outcomes.


[1] Turn concentrated stock risk into potential tax-savings reward. (n.d.). Retrieved January 4, 2026, from https://am.jpmorgan.com/us/en/asset-management/adv/investment-strategies/separately-managed-accounts/tax-managed-solutions/concentrated-stock-risk/


Hightower Signature Wealth is a group comprised of investment professionals registered with Hightower Advisors, LLC, an SEC registered investment adviser. Some investment professionals may also be registered with Hightower Securities, LLC (member FINRA and SIPC). Advisory services are offered through Hightower Advisors, LLC. Securities are offered through Hightower Securities, LLC.

This is not an offer to buy or sell securities, nor should anything contained herein be construed as a recommendation or advice of any kind. Consult with an appropriately credentialed professional before making any financial, investment, tax or legal decision. No investment process is free of risk, and there is no guarantee that any investment process or investment opportunities will be profitable or suitable for all investors. Past performance is neither indicative nor a guarantee of future results. You cannot invest directly in an index.

These materials were created for informational purposes only; the opinions and positions stated are those of the author(s) and are not necessarily the official opinion or position of Hightower Advisors, LLC or its affiliates (“Hightower”). Any examples used are for illustrative purposes only and based on generic assumptions. All data or other information referenced is from sources believed to be reliable but not independently verified. Information provided is as of the date referenced and is subject to change without notice. Hightower assumes no liability for any action made or taken in reliance on or relating in any way to this information. Hightower makes no representations or warranties, express or implied, as to the accuracy or completeness of the information, for statements or errors or omissions, or results obtained from the use of this information. References to any person, organization, or the inclusion of external hyperlinks does not constitute endorsement (or guarantee of accuracy or safety) by Hightower of any such person, organization or linked website or the information, products or services contained therein.

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