September 28, 2026

Second Stage ESOP Transactions: What Changes When the ESOP Goes to 100%

Why the Second Sale Is Different From the First

Many ESOP companies begin with a minority transaction. An owner sells 30% or 40% of the company to an employee stock ownership plan, sees how it works, and keeps the rest. When that first stage goes well, the next question is whether the ESOP should own the whole company. A first stage going well usually means the debt is repaid, the culture is reinforced, and the business is still growing.

It is easy to assume the second sale is a repeat of the first. In some ways it is simpler, because the trust, the trustee, and the plan documents already exist. But moving the ESOP from a minority stake to control changes several things. It affects how the shares are valued, how the purchase is financed, what the trustee expects from the board, and what employees need to hear.

This post covers how second stage transactions work, the valuation, tax, and financing decisions involved, and the governance changes that come with control. It also walks through how one grocery company moved from 40% to 100% ESOP ownership.

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What a Second Stage Transaction Involves

A second stage transaction is a sale of additional shares to an existing ESOP. It most often takes the ESOP from a minority position to 100%. Some companies move in smaller steps, such as from 30% to 49%. Once a company decides to go above 50%, it usually goes to 100%, largely because of the governance and tax considerations described below.

The clearest sign of readiness is intention. Companies that formed a minority ESOP with a long-term plan to reach full ownership are the most likely candidates. The practical tests follow: a strong management team, steady or growing revenue and profit, and a balance sheet that can carry new debt.

Timeline

In Menke’s experience, most second stage deals take six months to a year. Legal work is usually limited to amending the existing plan. The owner and company still need time to weigh structural choices, such as bank financing versus seller financing and whether to add a management incentive plan. Compressed timelines are possible, but they leave less room to make those decisions carefully.

Section 1042 Eligibility

For shareholders of a C corporation, Section 1042 can allow a seller to defer capital gains tax by reinvesting sale proceeds in qualified replacement property. The ESOP must own at least 30% of the company after the sale, measured in aggregate across sellers. Once that threshold is met, later sales can also qualify as long as the ESOP continues to hold at least 30%. This includes smaller sales by other shareholders nearing retirement.

An S corporation would generally need to convert to C status for the transaction and then wait a period of time before returning to S status. For owners with a high tax basis, 1042 may add little value. Some sellers may qualify for the qualified small business stock (QSBS) exclusion instead. These rules carry specific requirements, so confirm eligibility with your CPA and tax counsel.

Valuation: From Minority to Control

Most minority ESOP companies already receive an annual valuation prepared on a minority basis. That valuation typically includes a discount for lack of control, often in the 10% to 20% range in Menke’s experience. A second stage transaction is priced on a control basis, so that discount generally comes off.

The valuation also has to be rolled forward. A year-end appraisal is a reference point. The deal price should reflect year-to-date and trailing 12-month results, current market data, and the company’s trajectory. Seasonality matters too, because a partial-year snapshot can miss a company’s busiest period. So does management strength. A capable CEO, CFO, and operations team signals that the business is positioned for long-term success, and the trustee and its appraiser will take that into account.

Financing the Remaining Shares

Lenders have been active in ESOP transactions, and several of Menke’s recent deals have involved bank financing. Most structures combine some mix of senior bank debt, seller notes, and cash already on the company’s balance sheet. The right combination depends on the seller’s cash flow needs and on what the company’s cash flows can realistically support. For example, a seller electing Section 1042 generally needs cash at closing to purchase replacement securities, which points toward bank financing.

Case Study: A Grocery Company Moves From 40% to 100%

A specialty grocery company in Northern California’s wine country was founded in the 1970s. It grew to more than five locations while ownership stayed with the founder. Rather than sell to a larger chain, the company sold 40% to an ESOP in 2016 and paid off the related debt over five years. Retention remained high for a customer-facing business, and customers responded well to employee ownership.

As revenue grew to roughly $250 million, the controlling owner, then in their 70s, was ready to step back, and the company began talking with Menke about going to 100%. The process took about a year and started with an assessment of value trajectory and management readiness. The company had acquired additional stores since its last appraisal, so the control valuation was materially higher than the prior minority figure. Negotiations with the trustee were scheduled for summer, when management had more bandwidth than during the holiday season, and the deal closed in October.

Governance: Formalize, but Start Small

Minority ESOP companies often keep small boards made up of insiders. At control, the trustee will typically ask for a more formal board with one or two independent directors. An independent director is someone who is not an employee and does not receive professional fees from the company. Transaction documents often allow around 12 months to make these changes. In one recent Menke transaction, a two-person board expanded to five: three insiders and two independents.

The most useful independent directors fill a skill gap, such as finance, technology, or experience leading a mature ESOP company. Compensation committees and ESOP or benefits committees are also common. Menke generally cautions against jumping to a large board right away. Effective board meetings take real work, and a board can grow later.

Communicating the Change to Employees

Employees should see the move as a natural next step, not a surprise or a windfall. That requires transparency, including about value. New acquisition debt usually lowers the share price for a few years after closing. Messaging should reach both long-tenured participants and new hires who may know little about the ESOP, and it should continue well past the announcement.

After 100%: Tax and Long-Term Planning

When an S corporation is 100% owned by its ESOP, the trust is a tax-exempt shareholder, so the company no longer needs to make tax distributions. That cash can go toward debt repayment, reinvestment, and repurchase obligations. As shares become fully allocated over time, companies need to plan for repurchase and for rewarding future employees. Common tools include a repurchase obligation study, re-leverage, and management incentive plans such as stock appreciation rights.

Looking Ahead

A second stage transaction builds on a foundation that already exists, but it still involves real decisions about value, financing, tax, governance, and communication. Owners who define their goals early, involve their CPA and wealth advisor, and give the process adequate time are better positioned to reach a structure that is sustainable for the company and its employees.

If you are considering taking your ESOP to 100%, or want to understand your options as a partial ESOP company, complete our Feasibility Questionnaire for a free preliminary analysis or contact our team to talk through your situation.

The information in this post is drawn from an ESOP Radio episode discussion and is intended for educational purposes only. Tax rules, ERISA requirements, plan document provisions, and individual financial circumstances vary. Consult your CPA, financial advisor, or ERISA counsel before making decisions about ESOP distributions, IRA rollovers, or retirement planning.

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About ESOP Radio

ESOP Radio is the official ESOP podcast from Menke — where real stories of growth, succession, and long-term wealth building are told.

Hosted by Trevor Gilmore and Ben Spadt, the show features conversations and educational episodes designed to help business owners better understand employee ownership.

Disclaimer

This podcast is provided for educational purposes only and does not constitute legal, tax, investment, or fiduciary advice.

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