Columbia University School of Law, J.D., 1991

  • Harlan Fiske Stone Scholar

John Jay College of Criminal Justice, B.S., summa cum laude,  1988

  • Class Valedictorian


New York, 1992

Connecticut Authorized House Counsel

Tony DiGiacomo is a partner in the firm’s Banking and Financial Services Department with a focus on commercial lending and leasing, private equity finance, and workouts and restructurings. Over a 25 year career, Tony has gained a broad range of commercial finance and restructuring experience, having worked on hundreds of asset based and cash flow loan transactions and sophisticated restructurings, across a broad array of industry segments, including healthcare, energy and media. Tony represents a number of banks, finance companies, and leasing companies in debt and leasing transactions. He also represents a number of private equity firms in connection with acquisitions and equity investments. In addition to handling specific finance transactions for these clients, he also handles a broad range of general corporate work for them, such as formation documents, compliance, employment agreements, and general contract work. 

Prior to joining Chapman, Tony served as General Counsel and Chief Compliance Officer for FirstLight Financial Corporation, a middle market commercial finance company. Prior to FirstLight, Tony served for 10 years as General Counsel of various GE Capital global businesses, each with assets of $8-10 billion, including GE Healthcare Financial Services and GE Commercial and Industrial Finance. Tony started his career as a bankruptcy lawyer at Simpson Thacher & Bartlett in New York. Prior to attending law school, he served as a Sergeant in the New York City Police Department.

Representative Transactions

  • $115 million revolving and term loan credit facility to a coal mining company
  • $20 million operating lease to a manufacturer of motion picture equipment
  • Work-out and restructuring of a $57 million first and second lien credit facility, involving the exchange of a portion of senior debt for equity and the auction and sale of select borrower assets
  • $10 million series D preferred stock offering for a health care provider
  • $4 million preferred stock investment in a manufacturer of premium dark chocolate
  • $50 million asset-based revolving credit facility to an importer and distributor of premium brand spirits
  • $154 million term asset-backed securitization transaction for equipment loan and leasing company
  • $200 million equity transaction supporting the formation of a middle market lending platform
  • $800 million warehouse facility used to finance a middle market loan portfolio
  • $1 billion acquisition of a leading provider of financing to physicians and dental practices
  • Acquisition of a $800 million portfolio of middle market commercial loans
  • $60 million asset purchase of patents and licensing income from a fortune 50 company involving the joint exploitation of patents and sharing of future revenues
  • $268 million senior secured asset based credit facility provided to a French company who designs, manufacturers and assembles automotive, motor sport and aerospace components for the purpose of expanding into North America


Co-author, "Vote More than Once? Numerosity and Possible Reform," Law360. July 24, 2015.