Overview
Shaylor is a nationally recognized authority in qualified retirement plans and specifically employee stock ownership plans (ESOPs). With more than 20 years of experience advising companies, trustees, and fiduciaries on the design, implementation, and ongoing administration of employee stock ownership plans, he has represented clients in over 100 ESOP transactions, including initial formations, leveraged and non-leveraged transactions, refinancings, and post-transaction restructurings.
Shaylor regularly counsels clients throughout the full ESOP lifecycle—from structuring, through transaction execution and closing, to ongoing ERISA compliance, plan administration, and fiduciary matters. His practice spans both transactional and regulatory aspects of ESOPs, allowing him to provide integrated, practical advice tailored to each client’s objectives.
Clients value Shaylor’s ability to distill highly complex ERISA, tax, and corporate law issues into clear, understandable guidance. He is known for helping business owners, executives, and trustees understand not only the technical requirements of ESOPs, but also their practical implications and long-term strategic impact.
Shaylor is deeply committed to employee ownership and the role ESOPs play in promoting sustainable growth, succession planning, and employee engagement. He approaches each engagement with a focus on clarity, collaboration, and delivering solutions that support both compliance and long-term success.
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Experience
Represented an ESOP-owned mining and tunneling contractor in a term loan and revolving credit facility with a regional lender, including refinancing of ESOP seller notes and multistate real property mortgage and collateral matters.
Represented the buyer in its acquisition of the majority interest in a plumbing and HVAC repair and contracting company located in Tennessee.
Represented a steel manufacturing company in a $22 million sale of its alloy extrusions businesses to a strategic purchaser.
Represented buyer in its acquisition of a disaster restoration services company from an ESOP.
Represented Norwalk Furniture in a transaction to give ownership to its employees through an employee stock ownership plan, or ESOP.
Represented sellers in the sale of their industrial and commercial plumbing and HVAC service businesses.
Represented the sellers in the sale of ALICE Training Institute, an active shooter training solution and preparedness education program for organizations.
This transaction won Private Equity Deal of the Year ($100mm-$250mm) by the 18th Annual M&A Advisor Awards. “The award recipients represent the finest in the M&A industry in 2019 and earned these honors by standing out in a group of extremely impressive finalists,” said Roger Aguinaldo, Founder of The M&A Advisor. “From lower middle market to multi-billion dollar deals, we are recognizing the leading transactions, firms and individuals that represent the highest levels of achievement.” The 18th Annual M&A Advisor Awards Gala honored the professionals whose activities set the standard for M&A transactions. This year, over 200 nominees, representing over 500 companies, became finalists for the awards.
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Credentials
Education
- Mechanical Engineering and Applied Mathematics
Clerkships and Bar Admissions
More
- Member, American Bar Association
- Member, Cleveland Metropolitan Bar Association
- Employee Stock Ownership Plan (ESOP) Association
- Board Member, Advantage Cleveland
- Former Board Member, Leukemia & Lymphoma Society, Northern Ohio Chapter
- Member, Worldwide Employee Benefits Network, Cleveland Chapter
- Leadership Circle, United Way of Greater Cleveland
- Cabinet Member, GeneratioNext (2006-2009)
- Listed, The Best Lawyers in America®, Employee Benefits (ERISA) Law, 2020-2026
- Listed, Chambers USA, Employee Benefits & Compensation, 2018-2020, 2022
- Listed, Super Lawyers – Rising Stars 2011, 2013, 2016
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