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  1. People

Jennifer L. Stapleton

Partner
Cleveland
T.
216.363.4428
liamE

Jennifer has 20 years of experience as a lead lawyer and strategic partner who uses sound legal judgment, smart business acumen, and deep operational expertise in counseling public corporations, privately held companies, large private equity platforms, and venture capital firms through complex, high stakes, multidimensional business transactions.

Jennifer's expertise includes advising and leading cross-functional in-house, client, and third-party teams in structuring, negotiating, and executing high-profile international mergers, acquisitions, divestitures, joint ventures, financings, restructurings, bankruptcy proceedings, venture capital initiatives and equity co-investments for U.S. and international clients. Her experience spans numerous industries including financial technology, healthcare, real estate, manufacturing, and transportation, as well as early-stage, high-growth companies where she advises on the full business life cycle from formation, capitalization, and acquisition through operation and ultimate exit.

Jennifer advises clients and C-suite executives on a range of corporate matters, including governance, legal strategy, risk management and mitigation, and ongoing operations for subsidiaries and portfolio companies. She also has prior experience serving in the in-house legal function role for a large international manufacturer and distributor as well as a high growth electric mobility manufacturer.

Jennifer is a respected civic leader with experience leading and managing boards of directors, advancing community initiatives, and improving institutional processes and growth strategies. 

Jennifer is committed to building strong partnerships, cultivating mutually respectful relationships, identifying untapped possibilities, designing strategies for achievement, and working hard in the pursuit of excellence.

Representative Experience

  • Represented Kenan Advantage Group, the largest tank truck transporter and logistics provider in North America, in its acquisition of Xcel Bulk Logistics, a dry bulk transportation and logistics company based in Texas, from Lilium Group.
  • Represented a Canadian family office in its serial U.S. private equity investments. 
  • Represented AppHarvest in its strategic corporate venture investment initiatives.
  • Represented ATUM in its strategic corporate venture investment initiatives.
  • Represented Gridiron Capital in its $100 million acquisition of Cubii. 
  • Represented Health Design Plus (Contigo Health), a third-party administrator and care management company, in its sale to Premier Healthcare.
  • Represented J. Pritchard, a premium apparel line for pickleball, in its strategic growth initiatives.
  • Represented Kaden Health, an online addiction treatment and behavioral health company, in its corporate governance and capital raising initiatives.
  • Represented Kenan Advantage Group, a large transportation and logistics company headquartered in Ohio, in its equity acquisition of two Idaho transportation and logistics companies - IMT Holdings LLC and Idaho Milk Transport LLC.
  • Represented Kenan Advantage Group in its acquisition of Florida Food Trucking/Leasing.

  • Corporate & Securities
  • Private Equity
  • Mergers, Acquisitions & Divestitures
  • Intellectual Property
  • Technology Transactions
  • Healthcare Business Transactions
  • Case Western Reserve University School of Law, 2004, J.D.
    • cum laude
  • Duke University, 2001, B.S.
    • with honors
  • Ohio
  • Adjunct Professor, Entrepreneurial Finance: Weatherhead School of Management, Case Western Reserve University
Articles and Presentations
March 25, 2025
Domestic BOI Reporting Requirements Ended; Foreign Companies Must Still Report
March 5, 2025
Treasury Department Ends Domestic Enforcement of BOI Reporting Requirements Under the CTA
March 3, 2025
BOI Reporting Requirements are Back; But No Penalties, For Now

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News
August 26, 2024
Benesch Facilitates Client Loar Holdings Inc. Acquisition of Applied Avionics, Inc.
July 30, 2024
Benesch Client Loar Holdings Inc. Announces Definitive Agreement to Acquire Applied Avionics for $385 Million
October 6, 2020
Benesch client, Gridiron Capital, mentioned in Crain's Chicago | "Cubii acquired in $100 million deal"

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