Overview

Roddy Bailey is a deal lawyer and serves as an executive partner of Holland & Knight's Chattanooga office. Mr. Bailey's mergers and acquisitions (M&A) and investment transactions experience is prized by clients who value his ability to see the entire playing field from pre-deal investment or corporate planning through transformative transactions and post-closing matters.

Mr. Bailey is a trusted advisor in the private equity space, where he leads and advises on private equity, M&A transactions as well as growth equity financings. He works with private equity buyers on platform and add-on transactions in the middle market, including related credit financings and co-investment arrangements. Mr. Bailey also works with founders who are seeking to sell their business, including issues related to rollover equity investments with a sponsor-buyer.  

In the venture capital space, issuers and investors at every stage – angel, growth and late stage – value Mr. Bailey's insight and experience. He represents investors and portfolio companies in venture capital investment transactions, including seed, early-stage and late-stage equity investments. Mr. Bailey works with companies at all stages in its funding life cycle, including Simple Agreements for Future Equity (SAFEs), priced equity, growth equity and eventual exit/M&A transactions.

Mr. Bailey also advises clients on the formation of investment funds – including private equity, venture capital and hedge funds – as well as institutional and individual investors in those funds. He has also worked with founders who form and operate long-term holding companies as a different way of allocating investment capital for long-term value appreciation. Related to this practice, Mr. Bailey counsels clients on a wide variety of operational and strategic issues, including joint ventures, technology licenses, commercial contracts and general corporate matters.

Credentials

Education
  • Syracuse University College of Law, J.D.
  • Georgia Institute of Technology, B.S., Business Management
Bar Admissions/Licenses
  • District of Columbia
  • Georgia
  • Tennessee
Memberships
  • Chattanooga Bar Association
  • Tennessee Bar Association
  • State Bar of Georgia
Honors & Awards

  • The Best Lawyers in America guide, Leveraged Buyouts and Private Equity Law, 2025, 2026; Mergers and Acquisitions Law, 2013-2026; Venture Capital Law, 2025, 2026
  • The Legal 500 USA, M&A/Corporate and Commercial – Private Equity Buyouts: Middle-Market (up to $500M), 2024, 2025
  • Chambers USA – America's Leading Business Lawyers guide, Corporate M&A (Tennessee), 2006-2010, 2022-2025
  • The Best Lawyers in America guide, Chattanooga Mergers and Acquisitions Lawyer of the Year, 2024

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