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Concentrated Stock Strategies and Planning

Walkner Condon's team of financial advisors help customize your portfolio to account for your financial goals and market conditions while helping manage around your concentrated stock positions.

Our team is conveniently located across three offices in Madison, WI and serves clients throughout Dane County, Wisconsin and across the United States.

Concentrated Stock - Frequently Asked Questions

  • What is a concentrated stock position?

    A concentrated stock position occurs when a significant portion of your investment portfolio is tied up in a single stock or company. This often happens due to equity compensation, inheritance, or long-term investment in a successful company. While it can lead to large gains, it also increases exposure to company-specific risk.

  • Why is holding too much of one stock risky?

    Holding too much of one stock creates concentration risk, which means your financial future depends heavily on the performance of a single company. If that company faces setbacks—like earnings misses, regulatory issues, or market downturns—you could experience outsized losses. Diversification helps reduce this risk by spreading investments across different assets.

  • What are my options for managing concentrated stock?

    There are several strategies to manage concentrated stock positions, including:

    • Tax-efficient selling over time
    • Donating shares to a Donor-Advised Fund (DAF)
    • Using exchange funds
    • Implementing options strategies like collars

    Each approach helps reduce risk, potentially minimize taxes, and align your portfolio with long-term goals.

  • How can taxes affect my decisions?

    Taxes play a major role in managing a concentrated stock position. Selling highly appreciated stock can trigger significant capital gains taxes, which vary based on how long you’ve held the stock and your income level. Smart strategies—like donating stock, tax-loss harvesting, or spreading sales over multiple years—can help manage your overall tax liability.

  • Do I need a financial advisor to manage a concentrated stock position?

    While not required, working with a fiduciary financial advisor can be extremely beneficial when managing a concentrated stock position. Advisors can help you develop a customized plan that addresses tax efficiency, risk management, and long-term investment goals. They also ensure your strategy aligns with your overall financial picture, including retirement planning, estate considerations, and charitable giving.

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