QSBS: Sell your business and potentially pay less taxes 

Let’s flash back to 1993. Bill Clinton became the 42nd President of the United States. Mariah Carey, Whitney Houston, Meat Loaf and UB40 commanded the top of the billboard music charts. Hocus Pocus debuted in July instead of October, as Disney didn’t want to compete against their other Halloween-themed film, The Nightmare Before Christmas, which was due for release in October. Section 1202 was added to the Internal Revenue Code as part of the Revenue Reconciliation Act to entice taxpayers to invest in small businesses.1

Admittedly, that last part about the tax code may not be as fun as those other highlights, but if you’re a small business owner, the legislation introduced that year could shelter you from a large amount of taxes.2

For example, Section 1202 allows stockholders to exclude $10 million of federal capital gains tax through the sale of qualified small business stock (QSBS).3 Let’s put some numbers around this. Assuming a top federal capital gains rate of 23.8%, stockholders selling $10 million worth of qualified small business stock qualify for a $2.38 million gain exclusion. Those are dollars you can keep in your pocket to potentially further your goals in your financial plan.

You may be asking yourself if this legislation is here to stay—and historically, you would have been right to ask. Congress used to vote each year on whether this piece of the tax code would remain. That changed in 2015 when President Obama signed the “Protecting Americans from Tax Hikes (PATH) Act.” This legislation made the provision “permanent,” and with no changes outlined in the Inflation Reduction Act of 2022 or the 2023 Consolidated Appropriations Act that was recently passed, it looks like QSBS will be here to stay for some time.

What is a qualified small business?

You might like the idea of saving taxes, but how do you know if you qualify? A qualified small business (QSB) is defined by the Internal Revenue Service as an active domestic C corporation4 whose gross assets—valued at the original cost—do not exceed $50 million on or immediately after its stock issuance.5 The investor must have held their stock for at least five years, and 80% of the assets must be used to conduct one or more qualified trades or businesses.

That begs the next question: “What’s a qualified trade or business?” Only certain types of companies fall under the category of a QSB, and it’s worth checking with your legal and accounting professionals to see if you qualify. As a general guideline, firms in the technology, retail, wholesale and manufacturing sectors are eligible as QSBs, while those in the hospitality industry, personal services, the financial sector, farming and mining are not.6

How do you use your QSBS?

The tax treatment for a QSBS depends on when the stock was acquired. As an example, for qualifying stock acquired after September 27, 2010, the exclusion percentage is 100%. If you acquired your stock prior to that date, your exclusion percentage is a smaller number.7

In addition, under Section 1202, the federal capital gains exclusion is limited to $10 million or 10 times the adjusted cost basis—whichever is greater.8

What if you don’t have five years before your exit?

Business owners who want to sell QSBS that has not been held for the minimum five years may leverage Section 1045 of the Internal Revenue Code. This provision in the tax code allows them to defer the gain by reinvesting the proceeds from the sale of that QSBS into another QSBS within 60 days.9

The bottom line

You may have worked hard over the years building your business. QSBS is another tool to help put more dollars in your pocket that otherwise would go to the government. Although the above information is helpful, it doesn’t cover all the nuances behind this complex piece of tax code. We strongly encourage you to work with your CI Wealth Advisor, attorney and tax professional to determine whether the sale of QSBS is the right solution for your business and personal planning.


1 https://www.americanbar.org/groups/taxation/publications/abataxtimes_home/18aug/18aug-pp-rappaport-friedman-section-1202
2 https://www.investopedia.com/terms/s/section-1202.asp
3 https://frostbrowntodd.com/a-section-1202-walkthrough-the-qualified-small-business-stock-gain-exclusion
4 https://www.investopedia.com/terms/c/c-corporation.asp
5 https://www.investopedia.com/terms/q/qsbs-qualified-small-business-stock.asp
6 https://www.investopedia.com/terms/q/qsbs-qualified-small-business-stock.asp
7 https://www.investopedia.com/terms/s/section-1202.asp
8 https://www.govinfo.gov/content/pkg/USCODE-2011-title26/pdf/USCODE-2011-title26-subtitleA-chap1-subchapP-partI-sec1202.pdf
9 https://www.eisneramper.com/qualified-small-business-stock-ea-1220


Christopher Piccoli

Christopher Piccoli

Wealth Advisor

Chris serves the firm as a Wealth Advisor. He advises families and individuals on financial planning, tax planning and investment management. Chris is a CERTIFIED FINANCIAL PLANNER™ professional and joined the firm in 2019, bringing with him 12 years of Retail and Institutional experience in the financial services industry. Prior to this, Chris was a Client Advisor at J.P. Morgan Private Bank and J.P. Morgan Asset Management. Chris holds the Certified Investment Management Analyst® certification administered by the Investments & Wealth Institute™ in conjunction with the University of Pennsylvania, Wharton School of Business. He is a graduate of Quinnipiac University, where he earned a degree in International Business.

Chris was raised in Oakland, NJ, and currently lives in Wayne, NJ, with his wife Dana, his son Josh and his rescued German Shephard/Beagle Kona. He is an avid NJ/NY Sports Fan. When Chris is not in the office, he enjoys spending time with his family, golfing, hiking, snowboarding and brewing beer.

David Spungen

David Spungen

Partner, Wealth Advisor

David serves the firm as Partner & Wealth Advisor. He is responsible for all aspects of the client relationship. With more than 30 years as an advisor, he has extensive experience in providing independent, objective advice to successful entrepreneurs and their families. David is a former chef, is passionate about food & beverage, and has developed an expertise in the industry, working with restauranteurs, CPG and food tech entrepreneurs and others in the space. He has also founded Break the Mold, a network community for women in the food & beverage industry.

As founder of Hillview Capital Advisors, David previously served as the firm’s CEO and was instrumental in the combining of that firm with this one in 2019. Prior to this, David was the founder of the Capital Management Division of CMS Companies in 1989, where he also served as a principal from 1995–1999. He was previously an Associate with Ryan, Beck & Company. He served as a Director of M Funds, Inc., M Financial Investment Advisors, and Hirtle Callaghan Trust. David currently serves on the Advisory Boards of Blanket, Simply Good Jars, and Snuk, is a mentor in Beyond SKU, a CPG accelerator, and a Founding Partner of Naturally New York.

David holds a B.A. from the University of Pennsylvania. He and his family live in Brooklyn, and are engaged with a wide range of community organizations involved in childhood education and theater.


This information is for educational purposes and is not intended to provide, and should not be relied upon for, accounting, legal, tax, insurance, or investment advice. This does not constitute an offer to provide any services, nor a solicitation to purchase securities. The contents are not intended to be advice tailored to any particular person or situation. We believe the information provided is accurate and reliable, but do not warrant it as to completeness or accuracy. This information may include opinions or forecasts, including investment strategies and economic and market conditions; however, there is no guarantee that such opinions or forecasts will prove to be correct, and they also may change without notice. We encourage you to speak with a qualified professional regarding your scenario and the then-current applicable laws and rules.

Different types of investments involve degrees of risk. The future performance of any investment or wealth management strategy, including those recommended by us, may not be profitable or suitable or prove successful. Past performance is not indicative of future results. One cannot invest directly in an index or benchmark, and those do not reflect the deduction of various fees that would diminish results. Any index or benchmark performance figures are for comparison purposes only, and client account holdings will not directly correspond to any such data.

Advisory services are offered through CI Private Wealth and its affiliates, each being a registered investment adviser (“RIA”) regulated by the U.S. Securities and Exchange Commission (“SEC”). The advisory services are only offered in jurisdictions where the RIA is appropriately registered. The use of the term “registered” does not imply any particular level of skill or training and does not imply any approval by the SEC. For a complete discussion of the scope of advisory services offered, fees, and other disclosures, please review the RIA’s Disclosure Brochure (Form ADV Part 2A) and Form CRS, available upon request from the RIA and online at https://adviserinfo.sec.gov/. We also encourage you to review the RIA’s Privacy Policy and Code of Ethics, which are available upon request.

Our clients must, in writing, advise us of personal, financial, or investment objective changes and any restrictions desired on our services so that we may re-evaluate any previous recommendations and adjust our advisory services as needed. For current clients, please advise us immediately if you are not receiving monthly account statements from your custodian. We encourage you to compare your custodial statements to any information we provide to you.