January 27, 2025
An initial public offering (IPO) is an exciting milestone. It’s a moment when your equity—whether stock options, restricted stock units (RSUs) or other grants—can turn into significant financial wealth. But let’s be honest—an IPO can also be overwhelming, especially when it comes to tax strategies for IPO-related wealth. You might wonder: How do I manage equity compensation after an IPO? Should I sell my shares or hold them? What are the best tax strategies for RSUs and stock options during an IPO? These are big questions, and the answers aren’t always straightforward.
The good news? With thoughtful IPO planning and the right guidance, this milestone can serve as an opportunity to work toward long-term financial goals.
Planning for an IPO goes beyond cashing in your shares. It’s about strategically aligning your decisions to help support your long-term financial well-being. Without proper planning:
Working with a wealth manager early ensures you have a coordinated plan for taxes, equity compensation strategies, diversification and estate planning. At Aspiriant, we’ve guided employees through this process, helping them avoid common mistakes during an IPO and plan their financial futures.
Helping employees manage equity:
Here are some of the most common questions we hear from employees preparing for their company’s IPO:
IPO FAQs
1. How much tax will I owe if I sell my RSUs after the IPO?When RSUs vest, their value is taxed as ordinary income, and gains from selling later are taxed as capital gains. Work with a tax advisor to explore tax strategies for IPO wealth. A wealth manager can help with managing stock options effectively, which could help reduce your tax burden during an IPO. 2. Should I sell all my shares as soon as the lockup period ends? Not necessarily. Selling everything at once could push you into a higher tax bracket, and it leaves you exposed to market volatility if the stock price dips right after the lockup. Instead, think about creating a gradual selling strategy. For example, sell shares in stages over time to manage taxes and reduce risk. This is called “dollar-cost averaging” and helps balance out the highs and lows of the market. 3. What should I do with the money I make from my IPO? First, take a deep breath and resist the urge to make quick decisions. Then, work with a wealth manager to create a strategy for financial planning after an IPO that aligns with your priorities, such as paying off debt, saving for a home or investing for retirement. 4. How do I diversify my portfolio after the IPO? Diversification is a key component of financial planning after an IPO. By spreading your wealth across different asset classes, you reduce risk and build a more stable portfolio. Your wealth manager can help you take steps to diversify your portfolio after an IPO. 5. What happens if I leave the company before the IPO? If you leave the company before the IPO, the treatment of your equity depends on the type of grants you have and the terms of your employment agreement. In general, if you have:
It’s important to check your equity plan documents or talk to your HR to understand the specifics. If you’re considering leaving, consult a wealth manager or tax advisor before making any decisions to avoid losing out on potential value. 6. What is this QSBS I keep about? QSBS (Qualified Small Business Stock) offers a tax benefit that allows investors to exclude capital gains on the sale of stock of certain types of businesses. If the rules for QSBS are met, and an investor has owned the shares for five years, they are potentially able to exclude a large portion of capital gain, up to the greater of $10 million or 10x their original investment. QSBS rules are complex, so be sure to talk to a CPA or financial advisor to see if you qualify. |
We’ve helped numerous professionals navigate IPOs and use their wealth to achieve their personal goals and dreams. While each situation is unique, we’ve identified 10 steps for you to consider:
It’s okay if you haven’t done this yet—starting now is what matters.
We get it. Planning for a liquidity event like an IPO can feel daunting. Taxes, cash flow, estate planning—it’s a lot to handle all at once. That’s why having a team in your corner can make all the difference.
Think of this team as your financial support system, there to guide you through the challenges and keep you focused on what really matters. Here’s who you’ll want on your side:
You don’t need to have all the answers—this team will help you find them. If you’re not sure where to start, Aspiriant can connect you with trusted professionals who align with your values and financial goals.
Aspiriant – An award-winning team
It’s easy to lose focus in the rush of an IPO, but this is your moment to align your wealth with what matters most to you.
Wealth doesn’t define you—your values do. When the company you have shares with goes public, you might feel a rush of excitement or even a little anxiety about all the decisions ahead. That’s normal. The key is to stay grounded in what’s most important to you.
Take a step back and reflect:
When your financial plan reflects your values, every decision feels more intentional—and less stressful.
What does success look like to you? Start imagining it now.
An IPO can bring big changes, but the first step is deciding what you want those changes to look like. Maybe it’s buying a home, paying off debt or building a long-term safety net. Or maybe you’re dreaming even bigger—starting a charitable foundation, funding your children’s education or pursuing early retirement.
Your wealth manager can help you take those dreams and turn them into a clear, actionable plan. By defining your vision, you’re giving your wealth a purpose.
It’s not about the numbers—it’s about making your dreams achievable.
Once you’ve mapped out your goals, the next step is figuring out how much wealth you’ll need to make them a reality. This is your “number,” the amount of after-tax money you’ll need to fund the life you want.
For example, if your dream is to retire early and travel, your number might include funds to cover living expenses, travel costs and a diversified investment portfolio to help grow your wealth over time. Your wealth manager can work with you to calculate this number and develop a strategy tailored to your goals.
Patience is key, but so is preparation.
An IPO timeline can feel like a hurry-up-and-wait situation. Between the lockup period (typically 90–180 days) and the complexities of securities laws, it’s not always clear when—or how—you can sell your shares.
This is where preparation pays off. Work with your wealth manager to develop a plan before the IPO happens. They can help you create a timeline for selling shares, balancing immediate financial needs with long-term goals like diversification and tax efficiency.
Taxes don’t have to take you by surprise.
Taxes are often the biggest hurdle in turning IPO equity into lasting wealth. But with effective tax strategies for RSUs and stock options during an IPO, you can better position yourself to reduce liabilities. Here’s how:
Your wealth is your legacy—make sure it’s protected.
An IPO can dramatically change your financial situation, which means it’s the perfect time to revisit your estate plan. Update wills, trusts and property arrangements to ensure your wealth is protected and passed on according to your wishes.
This step isn’t just about addressing estate taxes; it’s about helping provide peace of mind that your family’s future is planned for.
With great wealth comes greater responsibility.
Newfound wealth often attracts unwanted attention, from lawsuits to identity theft. Protecting your assets isn’t just smart—it’s essential.
Here’s what you can do:
Navigating an IPO is easier when you share the journey with trusted colleagues. While everyone’s financial situation is unique, comparing notes can help you identify questions to ask or strategies to consider. Talking with colleagues can also help you identify common mistakes employees make during an IPO and ways to avoid them.
Don’t forget to celebrate! Your hard work made this IPO possible. Whether it’s a special vacation, a new car or something else you’ve dreamed of, setting aside a portion of your earnings for fun is an important way to mark this milestone.
An IPO is more than a financial event—it’s a life-changing opportunity. With Aspiriant’s guidance as your quarterback, you can confidently navigate how to create a financial plan after your company’s IPO to support your long-term goals. Let’s talk about your goals and start planning.
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