What to do when your net worth is tied to one stock
For many professionals in North Carolina’s growing innovation and corporate sectors, equity compensation—whether through Restricted Stock Units (RSUs), Incentive Stock Options (ISOs), or performance shares—is a significant part of the "Your idea of success happens here" framework. It's an incredible tool for wealth creation, but it also creates a unique challenge: a concentrated stock position.
At The Friend Wealth Group, we often see clients whose net worth is 50%, 75%, or even 90% tied to the performance of a single company. While that company may be a global leader, having "all your eggs in one basket" introduces a level of risk that can jeopardize your long-term financial confidence.
The Emotional Tug of War
The most significant hurdle to diversifying a concentrated position isn't usually technical—it's emotional. You’ve worked hard for this company. You believe in its mission. You’ve seen the stock price climb. Selling can feel like a lack of loyalty.
However, from a planning perspective, loyalty won't pay for your retirement or your children’s education if the market shifts. Our role as your advisor is to provide the objective "Conviction" needed to protect what you’ve built.
The Risks of Concentration
Academic research and market history tell us that even the most successful companies can face "black swan" events—regulatory changes, competitive disruption, or executive turnover. If you are an employee, you already have "human capital" risk (your salary and benefits) tied to the company. Adding "investment risk" (your retirement savings) creates a double exposure.
Strategies for a Smarter Exit
Diversifying a large position doesn't have to happen all at once. There are many ways you can transition toward a more balanced portfolio:
- 10b5-1 Trading Plans: For executives and insiders, these plans allow you to set pre-determined selling schedules, helping you avoid "insider trading" concerns and emotional second-guessing.
- Tax-Loss Harvesting: We can coordinate the sale of your company stock with the realization of losses elsewhere in your portfolio to help offset the capital gains tax.
- Charitable Giving: If you have highly appreciated shares, donating them to a Donor-Advised Fund (DAF) or a Charitable Remainder Trust (CRT) can provide a significant tax deduction while removing the concentration risk.
- Exchange Funds: For some investors, contributing shares to an exchange fund allows you to swap your concentrated position for a diversified pool of stocks without triggering an immediate tax event.
Your Idea of Financial Freedom
Your equity compensation is a reward for your hard work and vision. Transforming that single-stock success into a diversified, long-term plan is how we help you ensure that success lasts for decades, not just until the next quarterly earnings report.
Sources for Blog:
- RBC Wealth Management: Managing concentrated stock positions and executive compensation — Visit Site

- IRS Guidelines: Taxation of RSUs and ISOs — IRS Publication 525
- Financial Planning Association (FPA): The risks of investment concentration — Journal of Financial Planning