Joshua D. Gentner

Joshua D. Gentner is a leading aviation and transportation finance and leasing lawyer who advises financial institutions, lessors, airlines, trustees, and investors on complex, cross-border transactions involving high-value mobile assets. 

Clients rely on Josh for his ability to structure and execute sophisticated financings across jurisdictions, navigate bankruptcy risk, and deliver practical, commercially focused solutions on tight timelines. His practice spans aircraft and rail financings, leasing and leasing platforms, export credit agency-supported transactions, securitizations (including EETCs, ABSs and other capital markets structures), and large portfolio purchases and financings.

Josh represents airlines, lenders, lessors, trustees, the US export credit agency, and the Export-Import Bank of the United States in transactions involving aircraft, rolling stock, locomotives, vessels, and other equipment. He is particularly experienced in cross-border leasing and structured financings, where he coordinates multi-jurisdictional teams and aligns complex financing structures with evolving legal regimes.  Josh has served as counsel on multiple transactions that have been recognized as “Deal of the Year” from industry publications.

In addition to transactional work, Josh regularly advises clients on restructurings, workouts, and bankruptcy proceedings, representing creditors and airlines in high-stakes U.S. and international insolvency matters.

Outside of his practice, Josh enjoys travel, skiing, hiking, and spending quality time with his family - bringing the same discipline and curiosity to his personal pursuits as he does to his client work. 

Josh's Practice

Representative Matters

• Represented Aviation Capital Group in connection with a $500M delayed draw credit facility to finance operating leases.
• Advised on export credit agency-supported financings, including representation of the Export-Import Bank of the United States and Private Export Funding Corporation, including first secured EXIM backed PDP financing.
• Represented UMB Bank, N.A. as Trustee, Security Trustee and Operating Bank in several ABS transactions, including transactions for Castlelake, BBAM, and Perseus for over $1B of aviation assets.
• Advised Private Export Funding Corporation in connection with its first warehouse facility to fund aviation finance transactions backed by Aircraft Non-Payment Insurance policies.
• Represented United Airlines and US Airways in their Chapter 11 proceedings and advised US EXIM on the bankruptcy and restructurings of LATAM and Norwegian Air Shuttle (NAS).
• Advised passenger railroad on a $300M revolving credit facility to assist with short-term liquidity and issuance of $500M of unsecured notes.
• Represented Southwest Airlines on the sale/leaseback of 36 aircraft for over $895M.