Banking and Business Monthly – April 2023

Steven A. Migala • April 24, 2023

An Employee Stock Ownership Plan (ESOP) as an Exit Strategy

A man in a suit and tie is writing in a notebook.


In advance of our firm’s next Breakfast Briefs seminar concerning the use of ESOPs as an exit strategy (click here for details and to register), I thought I would use this month’s article to highlight the topic.


An ESOP is one potential exit strategy for an owner seeking to sell his or her business corporation. An ESOP is a qualified defined contribution employee benefit plan that is designed to invest primarily in stock of the sponsoring corporation. It is both a retirement plan and a shareholder transition vehicle. As such, it can be the purchaser of an owner’s equity and can provide employees with an ownership interest in the company.


The ESOP is a flexible tool for structuring stock sales and can be used in a variety of scenarios, such as an owner’s retirement, the buyout of an inactive owner, an estate or divorce sale, and with shareholder disputes and management buyouts. Selling shareholders may sell all or less than all of the outstanding stock. ESOPs can be used to provide continuity of a corporation’s culture and a founder’s legacy. A sale to an ESOP may be a more controllable and friendlier process than a sale to a strategic or portfolio buyer and could result in larger after-tax proceeds to the sellers.


ESOPs can provide significant tax benefits. If the company is an S corporation, the ESOP should not be required to pay income taxes on its share of corporate income. If the company is a C corporation, selling shareholders may be able to defer the gain on the sale of their corporate stock to the ESOP. Furthermore, a company’s contributions to an ESOP are tax deductible. As a result, a sale to an ESOP is the only way by which stock can be purchased from a selling shareholder using pre-tax dollars.


Due to the number of parties involved and an ESOP’s complexity, good candidates for ESOPs are those corporations with quality senior management teams, little debt, stable cash flows, solid performance, and which also satisfy certain size thresholds with respect to valuation and the number of employees. If you or someone you know is an owner looking to sell a business corporation and wants to learn more about ESOPs as an exit strategy, register for our seminar at the link above or contact me at smigala@lavellelaw.com or (847) 705-7555.


More News & Resources

Lavelle Law News and Events

IRS Issues Guidance on Trump Accounts Established Under the Working Families Tax Cuts
By Timothy M. Hughes December 10, 2025
The Department of the Treasury and the Internal Revenue Service recently issued a notice announcing upcoming regulations and providing guidance regarding Trump Accounts, which are a new type of individual retirement account (IRA) for eligible children.
Consider this two-part test when finding the right attorney or law firm.
By Kerry M. Lavelle December 9, 2025
How do you choose the right attorney or law firm for your needs? Attorney Kerry Lavelle has refined his answer to this common question into a clear, two-part test - one that helps individuals and businesses identify legal representation that is both highly competent and truly client-focused.
IL Condominium Law: Updates, HOA Strategies, & Financing Insights - a presentation recording
November 24, 2025
Daday and Kish discussed the essentials of Illinois condominium and common interest community association law. The presentation highlighted recent legal updates impacting HOA operations and addressed key issues in collections and safeguarding the financial interests of the association.
Understanding Grandparent Visitation Rights in Illinois
By Elizabeth C. Thompson November 19, 2025
While Illinois law recognizes that grandparents can play a vital role in a child’s life, it also strongly defers to the rights of parents. A grandparent seeking visitation must overcome a high legal threshold and demonstrate that denial of contact would likely harm the child’s well-being.
Behind the Scenes of Our 2025 Food Drive Delivery Day!
By Lavelle Law Charities November 17, 2025
The 2025 Lavelle Law Charities Food Drive wrapped up excitingly on October 24, 2025! After weeks of heartfelt community giving, Lavelle Law team members personally delivered an enormous haul to the Schaumburg Township Food Pantry.
Impact of Partial Government Shutdown on IRS – Day 41
By Timothy M. Hughes November 10, 2025
Impact of Partial Government Shutdown on IRS – Day 41: Due to the current lapse in appropriations, IRS operations are limited. However, the underlying tax law remains in effect, and all taxpayers must continue to meet their tax obligations as normal.
$65 Million Sale of Business - Lavelle Law Success Story
By Business Law October 29, 2025
$65 Million Sale of Business – a Lavelle Law Success Story. We were able to effectively negotiate the terms of a complex sale in a manner that enabled both buyer and seller to achieve their objectives.
Free Event. Learn the nuts and bolts of Illinois condominium law.
By Stephen G. Daday and Robyn K. Kish October 27, 2025
Explore the nuts and bolts of condominium law and gain actionable strategies to navigate today’s condominium and HOA challenges in Illinois.
New law provides expanded protection for Illinois residents, increasing key debtor exemptions.
By Timothy M. Hughes October 15, 2025
The Illinois General Assembly enacted Public Act 1738, amending several provisions of the Illinois Code of Civil Procedure to raise debtor exemption limits effective 1.1.26. The new law provides expanded protection for residents, marking the most significant increase to the state’s exemption statutes in over a decade.
Be proactive and put your home in a trust to avoid the time, hassle, and expense of probate court.
By Heather A. McCollum October 13, 2025
A crucial estate planning tool that many people in Illinois overlook is putting their home in a trust. Placing your house in a revocable trust offers multiple benefits. It avoids probate, which can save your family time and money after your death.
More Posts