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Menke ESOP Advisors Since 1974
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September 24, 2011

Options for Mature ESOPs

Background

One of the concerns that arises in the case of a company that is 100% owned by its ESOP (or where an ESOP owns less than 100% of the outstanding stock, all of the stock held by the ESOP is allocated, and the ESOP will not be acquiring any additional stock) is that once all of the outstanding shares have been allocated to the participants, there will be no stock left to allocate to new participants, except for (a) small amounts of annual forfeitures from former participants who were not fully vested and (b) vested shares that are repurchased from former participants and reallocated to current participants. Assuming that the company continues to make cash contributions to the plan after all shares of company stock have been allocated, new hires will receive pro rata allocations of cash contributions, but will not receive any allocations of company stock.

Possible Solutions

Possible solutions to this problem include the following:

In-Service Distributions. One solution to this problem is to amend the plan to authorize in-service distributions. The net effect of in-service distribution is to shift shares of company stock from the accounts of long tenured participants (who have a disproportionate amount of company stock credited to their accounts) to the accounts of newer participants whose accounts are almost entirely invested in other investments. See the Memo regarding In-Service Distributions of even date herewith for a fuller explanation of In-Service Distributions.

Segregated Investments Accounts. Another solution to this problem is to amend the plan to provide that when a participant terminates employment with the company, his or her accounts will be “cashed out” within the plan and invested in a Segregated Investments Account within the plan until fully distributed. As in the case of in-service distributions, the net effect of Segregated Investments Accounts is to shift shares of company stock from the accounts of terminated participants to the accounts of newer participants whose accounts are more heavily invested in other investments. See the Memo regarding Segregated Investments Accounts of even date herewith for a fuller explanation of Segregated Investments Accounts.

Increase the Size of Lump Sum Distributions. Most ESOPs provide that distributions will be made in a lump sum amount if the distribution is less than $5,000 and that amounts in excess of this will be distributed in five annual installments after there has been a five year break in service. One way to free up more shares for new participants is to amend the plan to increase the size of lump sum distributions to a much larger amount (perhaps $25,000 or $50,000). Another way to free up more shares is to amend the plan to provide that the entire distribution will be distributed in a lump sum amount or that amounts in excess of the lump sum amount will be distributed in five annual installments commencing in the year following termination of employment rather than after a five year break in service.

Liberalize Diversification Distributions. ESOPs are required to offer participants the option to diversify up to 25% their Company Stock Account balances once they have attained age 55 and have completed 10 or more years of service. Eligible participants are then allowed to diversify an additional 25% once they have attained age 60 and have completed 10 or more years of service. Thus, another way to free up more shares for new participants is to amend the plan to liberalize eligibility for diversification distributions by making this option available at an earlier age or by increasing the percentage of the Company Stock Account balances that can be diversified at any given age.

Use ESOP to Finance Mergers and Acquisitions. An ESOP can be used to finance the acquisition of a target company. This can be accomplished in a two-step transaction. In the first step, the company engages in a tax-free merger with the target company. As the result, the company will issue newly-issued shares of stock in exchange for all of the outstanding shares of the target company. In the second step, the company’s ESOP borrows money and repurchases all of the newly-issued shares of company’s stock that were issued to the shareholders of the target company in exchange for their shares of the target company. As the company makes tax-deductible contributions to pay back the ESOP loan, these shares will then be allocated to all of the current participants in the plan. As a result, newer participants will receive allocations of shares of company stock they would not otherwise have received. In most cases the employees of the target company will also be included in the plan. See the Memo regarding Use of ESOP to Finance Mergers and Acquisitions of even date herewith for a fuller explanation of this technique.

Use ESOP to Finance the Acquisition of Additional Plant and Equipment. An ESOP can also be used to finance the acquisition of additional plant and equipment or otherwise finance company growth and expansion. Under this approach the ESOP would borrow funds from a bank or other lender and would use these funds to purchase a block of newly-issued stock from the company. The company would then use these funds to build additional plant capacity, buy additional equipment, or otherwise finance company growth and expansion. As the company makes tax-deductible contributions to pay back the ESOP loan, these shares will then be allocated to all of the current participants in the plan. As a result, newer participants will receive allocations of shares of company stock they would not otherwise have received.

Reshuffling of ESOP Account Balances. Some ESOP practitioners have advocated using a technique called “reshuffling” as a tool to shift shares of company stock from the accounts of longer-tenured participants to the accounts of newer participants. Under this approach, after all allocations have been completed at the end of each plan year, the plan administrator then “reshuffles” each participant’s account balances such that each participant has the same percentage of his or her account invested in company stock and in other investments as all the other participants. In general, Menke & Associates, Inc. does not recommend using this technique in a mature ESOP since it may result in capping or diminishing the stock appreciation potential that the longer-tenured participants had anticipated.

Contributions of Newly-Issued Stock. Annual company contributions are always allocated in proportion to covered compensation. Hence, another alternative for a company that is substantially owned by its ESOP is to simply make future contributions in the form of shares of newly-issued shares of company stock. These shares will then be allocated in proportion to covered compensation such that newer employees as well as long-term employees will share in proportion to their relative compensation. There are two caveats, however, that should be noted. First, if the ESOP already owns 100% of the outstanding stock, then the company cannot claim a tax deduction for additional contributions of company stock. Second, the company must be careful not to make contributions that are larger than they have made in the past. For example, if a company has typically made cash contributions averaging 15% of payroll, contributions of company stock should not exceed 15% of payroll. Otherwise, the company may be accused of excessively diluting the stock accounts of longer-term employees.

Amend the ESOP to Put a Limit on Contributions and Allocations to Existing Participants. An ESOP could be amended to provide that only some percentage of the annual contribution (60%, for example) will be allocated to employees who entered the plan prior of January 1, 2010, and that the remaining portion of the annual contribution (40%, for example) will be allocated to employees who enter the plan after December 31, 2009. Here again, however, there are two caveats that should be noted. First, if a company adopts this type of allocation formula, it will need to run a discrimination test each year to make sure that the plan does not discriminate in favor of highly-compensated employees. Second, before adopting an allocation formula of this type, the company will need to run some allocation models to determine if allocating the specified percentage of the annual contribution (40%, for example) to new employees will result in having some or all of the new employees exceed the annual additions limit ($49,000 for calendar year 2010). In addition, the company should consider the fact that amending the plan in this fashion may have an adverse human relations impact on existing participants.

Amend the ESOP to Put a Limit on the Covered Compensation of Existing Participants. An ESOP could be amended to provide that once a participant has completed a certain number of years of service (10 years, for example), only some percentage of their total compensation (40%, for example) will be counted as covered compensation. This will result in a higher percentage of the contributions being allocated to newer participants. As in the case of the option described in paragraph 7 above, if a company adopts this type of allocation formula, it will need to run a discrimination test each year, it will need to determine if this formula will result in some or all of the newer participants exceeding the annual additions limit, and the company should consider the fact that adopting a formula of this sort may have an adverse human relations impact on existing participants.

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Learn why an ESOP is better for You,
your Business, and your Employees

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The ESOP Exit Strategy

Free 90-Minute Webinar for Business Owners, CFOs & Advisors

Learn how ESOPs fuel growth, reduce taxes, and power succession—without giving up control.

Free live webinar · Wednesday, September 30th, 2026 · 10:00–11:30 AM PT / 1:00–2:30 PM ET

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Why 2026 is the Time for ESOPs

Strong companies are using ESOPs to play offense. With rates stabilizing and talent still tight, employee ownership is delivering a durable edge:

    • Founder Liquidity—On Your Terms. Create a market for your shares without selling to private equity or competitors.
    • Major Tax Efficiency. Enable capital‑gains deferral for selling shareholders (Section 1042 eligibility) and reduce or even eliminate ongoing corporate income tax for S‑Corporation ESOPs—freeing cash for growth.
    • Talent Magnet. Meaningful employee ownership boosts engagement, retention, and performance—without relying solely on wage increases.
    • Resilient Margins. ESOP tax advantages help counter wage pressure, input costs, and tariffs—so more operating cash flows to strategy.
    • Control & Culture Intact. Transition ownership while keeping leadership and values in place.. Transition ownership while keeping leadership and values in place.

Bottom line: ESOPs create a rare win‑win‑win—for owners, the business, and employees.

What You’ll Learn

ESOP 101—Modern Playbook
How ESOPs work in 2026, who qualifies, deal structures, and timelines.

Tax Strategies that Change the Math
Capital‑gains deferral, corporate tax reduction/elimination for S‑Corp ESOPs, deductible contributions, and cash‑flow modeling.

Talent & Culture
Retention without across‑the‑board raises; ownership communications that actually move the needle.

Protecting Margins
How ESOP incentives can offset cost inflation and support reinvestment.

Valuation & Financing in Today’s Market
Bank/seller notes, mezzanine options, rate considerations, and why “bankable ESOPs” are closing now.

Governance & Control
Board, trustee, and management roles—what really changes (and what doesn’t).

Who Should Attend

    • Business Owners planning an exit, partial sale, or recapitalization

    • CFOs evaluating capital structure and tax strategy

    • Advisors & Succession Planners guiding owner‑led companies

    • HR & ESOP Committee Members building engagement around ownership

Agenda (90 Minutes)

    1. Welcome, Speakers & Why ESOPs in 2026 (5 min)
      Quick orientation; who Menke is and why ESOPs are winning right now.
    2. ESOP Basics & Business Owner Benefits (10 min)
      What an ESOP is; liquidity, diversification, succession, productivity.
    3. Myth‑Busting: What ESOPs Do—and Don’t—Require (5 min)
      No, you don’t have to sell 30%+, borrow big, or give up control.
    4. Deal Structures & Transaction Paths (10 min)
      Cash‑contribution (pay‑as‑you‑go), leveraged (bank/seller notes), and stock contribution; when each fits.
    5. Typical Scenarios & Outcomes (10 min)
      Gradual sales, minority/majority sales, 100% buyouts, and recap strategies.
    6. Who’s a Strong Fit (and Common Constraints) (5 min)
      Profitability, team/transition readiness, industry notes.
    7. Tax Strategy Deep Dive (10 min)
      S‑Corp ESOP distribution savings; C‑Corp §1042 capital‑gains deferral; entity‑path options.
    8. Valuation & Pricing vs. Third‑Party Sales (8 min)
      FMV standards, control vs. minority value, practical comparisons.
    9. Financing the ESOP (8 min)
      Bank market overview, seller paper, balance‑sheet effects, cash‑flow modeling.
    10. Plan Operations & Employee Communications (8 min)
      Eligibility, vesting, distributions, disclosures, and how transparency drives results.
    11. Culture, Engagement & Measured Performance Uplift (6 min)
      What changes on day 2; tying ownership to productivity.
    12. Roadmap & Next Steps (3 min)
      Feasibility, design/adopt, contributions, and timing the sale.
    13. Live Q&A (2 min)

Hear From Past Attendees

“I came in skeptical. I left with a concrete roadmap and the math to brief our board.”

— Mark T., CFO, Manufacturing

“This clarified our exit plan and showed how we can reward employees at the same time."

— Susan D., Founder & CEO, B2B Services Firm

Your Presenter: Phil DeDominicis

Phil DeDominicis is an ESOP strategist and M&A advisor who has guided 300+ companies through ESOP formations, financing, and transactions over 20+ years at Menke & Associates. He specializes in selling ESOP‑owned businesses to financial or strategic buyers and in helping ESOP companies acquire other businesses.

Before Menke, Phil spent 14 years in investment banking M&A at Morgan Stanley and Salomon Smith Barney, advising middle‑market companies on change‑of‑control transactions. He holds a B.S. in Chemical Engineering from the University of Delaware (1985) and an MBA in Finance & Accounting from UCLA Anderson (1989). Phil currently serves on six for‑profit and not‑for‑profit boards.

What Phil will cover:

    • Where ESOPs win in 2026 (tax, talent, and control)
    • Owner liquidity paths: minority, majority, and 100% sales
    • Financing options and what lenders look for
    • Valuation reality vs. third‑party sales
    • How to prep a board, trustee, and employees for a successful close

Reserve Your Spot Now

Seats are limited. Save yours now and receive the ESOP Feasibility Checklist.

    Wednesday, September 30th, 2026

10:00AM – 11:30AM PT
11:00AM – 12:30PM MT
12:00PM – 1:30PM CT
1:00PM – 2:30PM ET

RESERVE MY SPOT

No cost. Suitable for companies with $5M–$500M+ in revenue across construction, manufacturing, services, distribution, tech, and more.

FAQ (Quick Hits)

    • Do I lose control? No—most ESOPs preserve day‑to‑day control with your leadership team and board.

    • Is this only for certain industries? ESOPs work across sectors when cash flow is stable and leadership continuity matters.

    • Can we do a partial sale? Yes—stage liquidity over time while capturing tax benefits.

READY FOR AN ESOP NOW?

Interested in finding out how an ESOP could work for your company?

For a free preliminary analysis, just fill out our ESOP Feasibility Questionnaire.

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  • ESOP Services
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    • ESOP Administration
      • Full-Service ESOP Administration
      • Online ESOP Access
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      • Menke Client Participant Login
    • Combined ESOP & 401(k) Administration
    • ESOP Appraisals
    • ESOP Advisory Services
    • M&A Advisory Services
    • ESOP IRC 409(p)….
    • ESOP IRS & DOL….
    • ESOP Employee Communications
    • ESOP Continuing Education
    • Assisting other Company Advisors
    • ESOP Termination Advisory
    • ESOP Success Score® & Repurchase Obligations
    • ESOP-FIT Analysis
  • Offices
  • What is an ESOP?
    • What is an ESOP?
    • Profile of an ESOP Candidate
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      • ESOP Articles
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      • ESOP Industry News
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  • Live ESOP Webinars
    • ESOP Radio
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