The Power of Employee Ownership
Employee stock ownership plans enable closely-held companies to sell equity, at a fair market value, to an employee trust. Business owners gain liquidity while potentially deferring or eliminating capital gains taxes on their sale proceeds.
For some shareholders, it's an opportunity to take "chips off the table." For others, an ESOP represents a business succession or exit tool that can benefit all stakeholders.
If liquidity, stability, and gratitude are among your business goals, an ESOP may be your best transaction option. See what makes employee ownership such a valuable strategy.
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Unlock Net Worth
Creates a tax-advantaged, liquidity event and diversification opportunity for selling shareholders.
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Free Cash Flow
Yields lucrative tax-breaks for the business; 100% employee-owned companies can operate income tax-free.
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Reward Employees
Full-time staff gain stock over time, which can provide stability and a chance to share in corporate growth.
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Sustain Legacies
Selling shareholders can maintain a meaningful role with their company and potential upside.
How do employee stock ownership trusts buy company stock?
An employee trust acquires shares on behalf of ESOP participants. A trustee negotiates the purchase price based on an independent valuation. Employees do not pay out-of-pocket for stock. Instead, the sponsor company secures financing and repays those loans on the trust's behalf.
How are employee-owned shares allocated?
Eligible employees receive share allocations proportional to their annual W-2 wages. In a leveraged ESOP, stock is usually parceled-out over multiple years. Similar to 401(k) plans, there’s generally a three-to-six-year vesting period for allocated stock. The details are determined before the plan is formed and outlined in the ESOP plan document.
When and how can employee owners sell shares?
In general, when an ESOP participant retires or departs a sponsoring company, all their shares are sold back to the plan sponsor. Shares are priced at a current valuation, and the sale is orchestrated by the employee stock ownership trust. Plan participants can roll their proceeds into another qualified retirement plan.

How do ESOP sales differ from other transactions?
ESOPs offer privately-held companies continued independence, unique tax advantages, and employee benefits. Post-transaction oversight of an employee-owned business rests with the firm’s board of directors, and selling shareholders often maintain meaningful roles.
Are certain companies better suited for leveraged ESOPs?
Leveraged ESOPs are industry-agnostic, but private companies with taxable income and at least 10 employees are generally better candidates. Common use cases include family business ownership transitions, management buyouts, partner exits, and partial liquidity events for owners who want to stay with their companies.
How do selling shareholders receive cash at close?
Many third-party lenders, including major banks and funds, help finance leveraged ESOPs. These loans are secured by plan sponsors on behalf of their employee trusts. Senior debt, without personal guarantees, is commonly used to provide up-front cash to sellers. Seller notes are also a standard ESOP financing component.

What is a 1042 Rollover?
An ESOP-exclusive benefit, this tax-deferral strategy enables selling shareholders to defer and potentially eliminate capital gains burdens on their sale proceeds. To earn the benefit, a seller must reinvest their proceeds in Qualified Replacement Property within 12 months of their ESOP transaction date.
Can employee-owned companies earn tax incentives?
Yes. When shares are transferred to an employee stock ownership trust, sponsor companies may earn state and federal income tax deductions equal to the fair market value of that stock. In addition, 100% ESOP-owned S corporations can become income tax-free in perpetuity.
Are employee owners entitled to tax benefits?
ESOP participants can roll plan benefits into other tax-deferred retirement accounts, including 401(k)s and IRAs. Rollovers must be completed within 60 days of a plan distribution. Otherwise, distributions and dividends are subject to standard taxes and early withdrawal penalties.

Business Mastery Alums Share Their ESOP Stories
Richard Harmon and his colleagues at CSG Partners have helped hundreds of companies, including Business Mastery participants, close multi-million-dollar ESOP transactions.
Frank Fiume - Founder, i9 Sports
Frank Fiume pursued his passion for sports and built the nation's largest provider of recreational programming. But after more than a decade of work, Fiume was ready to consider a liquidity event.
He wanted to take "chips off the table," but had serious reservations about selling i9 Sports to a third-party. A partial ESOP sale proved to be the right option for Fiume and his entire team.
In 2019, we became the first Ashley HomeStore licensee in the world to become an employee-owned company. The ESOP has benefited every one of our employees and allowed us to take money off the table. I call that a "win-win" for everyone!
Bill Fonti CEO, Boston Fam
Transitioning ANX to an ESOP has been a transformative blessing. This shift has unlocked unimaginable growth and fulfillment, not just for the business, but for each person who now has a vested stake in our shared success. It's a legacy, and I'm honored to be a part of it.
Thomas Rocas CEO, ANX Home Healthcare
Our employee owners are more engaged, motivated, and aligned with our long-term goals because they now have a tangible stake in the success of the business. Everyone is committed to driving the company forward. It's not just about their jobs anymore; it's about their future.
Steve Cox CEO, Employment Alliance Holdings
Our staff was poached constantly by our competitors. Transitioning to an ESOP has helped us retain great talent. We intend for each employee owner to retire as a millionaire. When we illustrate that potential to team members, it almost becomes an emotional experience. What a win for everyone!
Jeff Bohannan President, JB Warranties
After building a strong team and culture, I knew it was time to determine an ownership plan for the future of the company. My priorities were to build a legacy, maintain our culture, and to provide opportunities for our employees. The ESOP route was the only way to go.
Ryan Schmitt CEO, Petticoat-Schmitt Civil Contractors
We had received multiple acquisition offers over the years, but we never felt that a buyer would take care of our staff. An ESOP was a perfect fit. It enabled my co-founder and I to take chips off the table, reward our employees, and re-energize our business.
Glen Greenawalt COO, LGC Associates
380+
ESOP Transactions
40K+
Employee Owners
$25Bn+
in Enterprise Value
50+
National Awards
Want to Learn More? Let's Talk.
Since 2000, Richard Harmon and the CSG team have helped companies build ESOP-led succession, exit, and shareholder liquidity strategies. Schedule a free consultation with Richard to see if your goals and the benefits of employee ownership are a good match.