Unlock Your Potential

Connect with us today to learn more.

Let's Connect

Qualified Small Business Stock (QSBS) Gain Exclusion Strategies for Wealth Management

Explore how high net worth individuals can leverage the QSBS tax exclusion to optimize wealth and enhance investment outcomes through informed financial advisor guidance.

Award-winning Financial Advising | Robertson Stephens Wealth Management, LLC.

Award-winning Financial Advising

Robertson Stephens Wealth Management, LLC.

Explore how high net worth individuals can leverage the QSBS tax exclusion to optimize wealth and enhance investment outcomes through informed financial advisor guidance.
trusted by renowned brands

Robertson Stephens paid no fee to obtain recognition but has paid licensing fees to reference its appearances on the Newsweek, USA Today, and FA Magazine rankings lists.

See Awards Disclosures

QSBS Tax Exclusion Guide: How Founders and Investors Can Avoid Significant Capital Gains

Understanding the Qualified Small Business Stock (QSBS) Gain Exclusion

The Qualified Small Business Stock (QSBS) gain exclusion, as outlined in Section 1202 of the Internal Revenue Code, is one of the most significant tax benefits available to founders, employees, and investors in certain small, high-growth companies. It’s designed to encourage investment in small American businesses by offering a potential federal income tax exclusion on capital gains when the stock is sold.

The exclusion allows an eligible taxpayer to exclude a portion of the gain from federal income tax when they sell QSBS, provided the stock has been held for the required holding period. This can result in a 0% federal capital gains tax on the excluded amount.

Key Requirements and the OBBBA Changes

To qualify as QSBS, the stock must meet several key criteria at both the corporate and shareholder level. Typically, the easiest way to determine if your stock is eligible for the QSBS exclusion is to consult with your CFO.

To qualify for the QSBS exclusion, the stock must be issued by a U.S. C-Corporation that conducts an active, qualifying trade or business (excluding service, finance, or real estate firms). The company’s total gross assets must not have exceeded $50 million when the stock was issued (or $75 million for stock issued after July 4, 2025). Finally, you must have acquired the stock directly from the company (at original issuance) for cash, property, or services.

Holding Period: New Tiered Exclusion

For stock acquired on or before July 4, 2025, it must be held for more than five years for a 100% exclusion. For stock acquired after July 4, 2025, the law now provides a tiered exclusion schedule, meaning you can receive a partial benefit for holding periods less than five years:

▪ 3 to 4 years: 50% exclusion.

▪ 4 to 5 years: 75% exclusion.

▪ More than 5 years: 100% exclusion.

The Exclusion Cap

The maximum amount of capital gains an individual taxpayer can exclude on the sale of QSBS from a single company is the greater of two limits:

  1. $10 Million (per taxpayer, per company). For stock issued after July 4, 2025, the $10 million cap has been increased to $15 million (per taxpayer, per company), and is subject to inflation adjustments.

  2. 10 times the taxpayer’s original adjusted cost basis in the stock sold during the year.

Example: If your basis is $10,000, 10 times your basis is only $100,000. You would choose the greater limit: $15 million (post-OBBBA stock). Example: An investor invests $2 million in cash in a qualified small business. Their limit is the greater of the $15 million cap OR 10 times their basis: 10 times $2,000,000 = $20,000,000. Wealth Planning Strategies While the exclusion limits seem high, a successful exit can easily generate gains that exceed the cap. Strategic wealth planning can help maximize the QSBS benefit.

QSBS Maximization

QSBS Stacking (Multiplying the Exclusion)

“Stacking” is a strategy used to multiply the maximum exclusion amount by involving multiple separate taxpayers. Since the exclusion limit ($10M or $15M, or 10x basis) applies per taxpayer and per issuing company, gifting shares to other family members or to separate, irrevocable, non-grantor trusts (not SLATs) before a sale can potentially allow each recipient to claim their own complete exclusion. To minimize the use of your lifetime federal gift tax exemption, complete the gift while the valuation is low.

Special Note for Married Couples

The application of the QSBS exclusion cap for married couples filing jointly remains a complex and ambiguous area of tax law, leading to divided professional opinion. The core question is whether a couple is limited to a single exclusion (e.g., $15 million post-OBBBA) or if each spouse is eligible for their own limit, effectively doubling the potential tax-free gain (up to $30 million).

The Internal Revenue Code (IRC) defines the exclusion on a “per-taxpayer” basis, hinting at individual limits. However, while the IRC explicitly halves the cap for those filing separately ($7.5 million each), it is silent on explicitly granting two full exclusions for a joint return, creating uncertainty.

Despite the lack of direct IRS guidance, some tax advisors may support claiming two full exclusions on a joint return, an aggressive but defensible position based on the “per-taxpayer” rule.

To mitigate risk, a recommended wealth planning strategy is to formally split ownership of the QSBS between spouses early on, ideally when the company’s valuation is low. This step can strengthen the argument for claiming two separate exclusions should the IRS challenge the position, preserving the option to claim the maximum possible benefit. The final reporting decision can then be deferred until the time of sale. Please consult with your tax advisor and estate attorney should you decide to pursue this strategy.

Other Planning Considerations

Section 1045 Rollover:

If a sale is expected before the whole holding period (now three, four, or five years), you can defer capital gains tax by reinvesting the proceeds into new QSBS within 60 days. This allows you to tack on the holding periods to qualify for the exclusion eventually.

State Taxes:

Be mindful that many states, notably California and New Jersey, do not conform to the federal QSBS exclusion, meaning you may still owe state capital gains tax on the excluded federal amount.

Documentation:

Diligent record-keeping is critical. You must be able to prove all requirements were met from the date the stock was issued until it was sold, especially given the new tiered holding periods and increased asset thresholds.

The QSBS exclusion is a complex but exceptionally valuable part of the tax code. We strongly recommend collaborating with your wealth management team, tax, and legal advisors to ensure eligibility and implement strategies, such as stacking, as early as possible in the company’s life to capture the full benefit.

QSBS Tax Exclusion Guide: How Founders and Investors Can Avoid Significant Capital Gains

Get your wealth management guide

Get the brochure to learn everything you need to know about your wealth management today.

"Investment advisory services offered through Robertson Stephens Wealth Management, LLC (“Robertson Stephens”), an SEC-registered investment advisor. Registration does not imply any specific level of skill or training and does not constitute an endorsement of the firm by the Commission. This material is for general informational purposes only and should not be construed as investment, tax or legal advice. It does not constitute a recommendation or offer to buy or sell any security, has not been tailored to the needs of any specific investor, and should not provide the basis for any investment decision. Please consult with your Advisor prior to making any investment decisions. The information contained herein was compiled from sources believed to be reliable, but Robertson Stephens does not guarantee its accuracy or completeness. Information, views and opinions are current as of the date of this presentation, are based on the information available at the time, and are subject to change based on market and other conditions. Robertson Stephens assumes no duty to update this information. Unless otherwise noted, any individual opinions presented are those of the author and not necessarily those of Robertson Stephens. Performance may be compared to several indices. Indices are unmanaged and reflect the reinvestment of all income or dividends but do not reflect the deduction of any fees or expenses which would reduce returns. A complete list of Robertson Stephens Investment Office recommendations over the previous 12 months is available upon request. Past performance does not guarantee future results. Forward-looking performance objectives, targets or estimates are not guaranteed and may not be achieved. Investing entails risks, including possible loss of principal. Alternative investments are speculative and involve substantial risks including significant loss of principal, high illiquidity, long time horizons, uneven growth rates, high fees, onerous tax consequences, limited transparency and limited regulation. Alternative investments are not suitable for all investors and are only available to qualified investors. Please refer to the private placement memorandum for a complete listing and description of terms and risks. This material is an investment advisory publication intended for investment advisory clients and prospective clients only. Robertson Stephens only transacts business in states in which it is properly registered or is excluded or exempted from registration. A copy of Robertson Stephens’ current written disclosure brochure filed with the SEC which discusses, among other things, Robertson Stephens’ business practices, services and fees, is available through the SEC’s website at: www.adviserinfo.sec.gov. © 2025 Robertson Stephens Wealth Management, LLC. All rights reserved. Robertson Stephens is a registered trademark of Robertson Stephens Wealth Management, LLC in the United States and elsewhere. A2621"

Robertson Stephens Capital TeamInvestment advisory services offered through Robertson Stephens Wealth Management, LLC (“Robertson Stephens”), an SEC-registered investment advisor. Registration does not imply any specific level of skill or training and does not constitute an endorsement of the firm by the Commission. This material is for general informational purposes only and should not be construed as investment, tax or legal advice. It does not constitute a recommendation or offer to buy or sell any security, has not been tailored to the needs of any specific investor, and should not provide the basis for any investment decision. Please consult with your Advisor prior to making any investment decisions. The information contained herein was compiled from sources believed to be reliable, but Robertson Stephens does not guarantee its accuracy or completeness. Information, views and opinions are current as of the date of this presentation, are based on the information available at the time, and are subject to change based on market and other conditions. Robertson Stephens assumes no duty to update this information. Unless otherwise noted, any individual opinions presented are those of the author and not necessarily those of Robertson Stephens. Performance may be compared to several indices. Indices are unmanaged and reflect the reinvestment of all income or dividends but do not reflect the deduction of any fees or expenses which would reduce returns. A complete list of Robertson Stephens Investment Office recommendations over the previous 12 months is available upon request. Past performance does not guarantee future results. Forward-looking performance objectives, targets or estimates are not guaranteed and may not be achieved. Investing entails risks, including possible loss of principal. Alternative investments are speculative and involve substantial risks including significant loss of principal, high illiquidity, long time horizons, uneven growth rates, high fees, onerous tax consequences, limited transparency and limited regulation. Alternative investments are not suitable for all investors and are only available to qualified investors. Please refer to the private placement memorandum for a complete listing and description of terms and risks. This material is an investment advisory publication intended for investment advisory clients and prospective clients only. Robertson Stephens only transacts business in states in which it is properly registered or is excluded or exempted from registration. A copy of Robertson Stephens’ current written disclosure brochure filed with the SEC which discusses, among other things, Robertson Stephens’ business practices, services and fees, is available through the SEC’s website at: www.adviserinfo.sec.gov. © 2025 Robertson Stephens Wealth Management, LLC. All rights reserved. Robertson Stephens is a registered trademark of Robertson Stephens Wealth Management, LLC in the United States and elsewhere. A2621

Robertson Stephens Capital Team

Award-winning Financial Advising

Explore how high net worth individuals can leverage the QSBS tax exclusion to optimize wealth and enhance investment outcomes through informed financial advisor guidance.


Don’t Just take our word for it

  • Exceptional Financial Advisory

    Trusted wealth management firm with institutional-quality investment solutions

  • Elevate Your Wealth Management Experience

    Achieve your objectives for today, for tomorrow, and across generations with our help faster.

  • We Are Your Fiduciary Partner

    Get comprehensive wealth planning, and intelligent digital solutions for you and your family.

Testmonials

Testimonials provided by current clients of Robertson Stephens. Testimonials may not be representative of the experience of other customers and are no guarantee of future performance or success.

We have been clients of Michael Tierney for over 15 years. Michael stays well attuned to the various market issues and specifically follows strategists who have proven track records and philosophies. His frequent news emails have been especially helpful in keeping us informed of market happenings with his ongoing thoughts and educating us. On a more personal note, Michael has always been easily approachable, encouraging us to call anytime to answer questions or entertain ideas. There have also been personal business visits during which we appreciate Michael’s warmth and friendliness. His assistants through the years have also been very helpful in handling any necessary matters.

Client of over 15 years

Avi and his team have functioned as a private office for me, extending my capacities by managing my personal wealth and advising me on anything finance-related. Whenever I pose a question to them or ask them to handle a task, I know that it will be done promptly with consistent communication, the utmost skill, and great integrity. I could not have hired a better team. I don’t know what I would have done without Avi. When a sudden liquidity event completely transformed the scale of my wealth, Avi was there to help me navigate all of the new questions and opportunities. My prior wealth plan went out the window, and I had to make decisions about investing, taxes, estate lawyers, risk, charitable donations, supporting my family, and even personal security. Avi helped me navigate all those things, connecting me with the best possible advisors and giving me the support I needed to make informed decisions.

Client since 2019

Avi Deutsch has managed our assets and helped us determine our financial future for nearly half a decade. His close attention to our particular investment needs is evident in the decisions and opportunities he makes available to us. Avi goes out of his way to connect us with his wider network when it makes sense, which has been invaluable. We are happy to be working with him and look forward to working together for many years to come.

Client since 2021

Get your wealth management guide

Get the brochure to learn everything you need to know about your wealth management today.

Get the brochure to learn everything you need to know about your wealth management today.
Questions
How does Robertson Stephens manage investments?

We build personalized portfolios based on your specific situation, including your risk tolerance, tax sensitivity, liquidity needs, and values. We use a disciplined approach that balances long-term growth strategies with short-term opportunities when they make sense. We continuously monitor your investments and adjust as needed, drawing on institutional-quality research and due diligence.

What is Robertson Stephens investment philosophy?

Our investment philosophy focuses on protecting and growing your wealth through a disciplined, diversified approach that's tailored to your specific situation - your risk tolerance, tax needs, and values. We blend long-term strategic investing with tactical opportunities when they make sense, using both public and private markets where appropriate.

How does Robertson Stephens Wealth Managers get paid?

We work on a fee-based model, which means our compensation is tied to the assets we manage for you rather than commissions on products we sell. This aligns our interests with yours - when your portfolio grows, we do better too. The specific fee structure varies by client based on your situation and needs.


Explore more wealth management



Navigating Global Tax Transparency: Strategic Wealth Management for High Net Worth Individuals

Navigating Global Tax Transparency: Strategic Wealth Management for High Net Worth Individuals

Navigating Retirement Account Rules 2026 with Expert Financial Advisor Guidance

Navigating Retirement Account Rules 2026 with Expert Financial Advisor Guidance

Understanding Trump Accounts for Effective Wealth and Tax Planning

Understanding Trump Accounts for Effective Wealth and Tax Planning

Navigating Estate Planning for Blended Families

Navigating Estate Planning for Blended Families

Optimize Your Wealth. Amplify Its Impact.