Jonathan is chair of the firm’s Bankruptcy and Restructuring Practice Group — a team of more than 50 professionals representing a wide range of stakeholders and industries in a variety of courtroom and boardroom situations.

Jonathan’s practice encompasses out-of-court restructuring, distressed lending and M&A, governance of financially stressed and distressed entities, and complex bankruptcy and insolvency proceedings in the U.S. and internationally. He advises investors, lenders, noteholders, directors, equity sponsors, and portfolio companies across multiple industries and jurisdictions. Jonathan also represents trustees, receivers, and other fiduciaries in reorganizing, restructuring, or liquidating financially distressed entities. When consensus and restructuring are not achievable, his practice also extends to complex litigation, focusing on governance disputes, avoidance, and insolvency-related claims, and secured lending and related intercreditor issues.

With substantial experience in restructuring and, when necessary, winding down private equity-sponsored portfolio companies, Jonathan’s practice bridges restructuring and bankruptcy, debt finance, private equity, and governance.

Whether representing the company, directors and management, 1L, 2L, or mezzanine lenders, equity holders, or a potential purchaser or investor, Jonathan sees downfield and structures comprehensive and commercial resolutions of challenging insolvency and distress situations.

• Representing a 1L ABL lender in the Chapter 11 proceeding of its distressed borrower and related loan parties and guarantors.
• Representing a 1L term lender in connection with its rights and claims under a confirmed and defaulted Chapter 11 plan.
• Defending an international manufacturer and its affiliates against control group liability claims arising from restructuring transactions preceding an acquisition.
• Advising an international joint venture participant in connection with the insolvency of its domestic co-venturer.
• Representing a corporate family with affiliates in multiple jurisdictions in connection with the restructuring of its U.S.-based affiliates.
• Advising a corporate family with affiliates in multiple jurisdictions in connection with the divestiture of its U.S.-based affiliate and related restructuring issues.
• Advising an international lender as to the U.S. law aspects of a new issuance of term debt.
• Representing an owner of multiple loan portfolios in the Chapter 11 proceeding of one of its servicers and related adversary proceedings.
• Representing a 1L lender in an orderly wind-down of a borrower’s operations and assets, and related litigation.
• Representation of selling shareholders in a dispute under the stock purchase agreement, and related restructuring negotiations.
• Representing a mezzanine lender in litigation arising from the premature liquidation of its borrower.
• Advising multiple corporate clients in connection with day-to-day legal, financial, and operational issues, including risk management, cash management, treasury services, credit and collateral, and supply chain considerations.

Reported Decisions

• Gupta v. Quincy Medical Center, a Steward Family Hospital, Inc., 858 F. 3d 657 (1st Cir. 2017).

• Chambers USA: Bankruptcy/Restructuring, Massachusetts (2013-2025)
• The Best Lawyers in America®: Bankruptcy and Creditor Debtor Rights / Insolvency and Reorganization Law (2021-2026)
• Global Restructuring Review 100 (2019, 2021-2024)
• Super Lawyers®: Illinois, Bankruptcy: Business (2009-2025)
• Leading Lawyers®: Bankruptcy & Workout Law: Commercial (2022)