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.
Representative Experience
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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.
- Represented Gridiron Capital Partners in its acquisition of Remington Products Company, a leading specialty designer and manufacturer of branded and private label orthotic solutions, including foot beds/insoles, foot care products, orthopedic braces, sports supports and safety/ergonomic products. The target company was 100% owned by the Remington Products Company Employee Stock Ownership Plan and Trust, making for a complex structure.
