
One of the preeminent firms in the US for healthcare, service providers turn to Ropes & Gray LLP for matters including government investigations, Centers for Medicare and Medicaid Services (CMS) litigation, transactions and HIPAA. At the helm of the practice in Boston, Timothy McCrystal frequently assists in complex healthcare transactions backed by private equity, in addition to regulatory issues involving digital health and artificial intelligence. From Washington DC, Stephanie Webster is a key contact for hospitals and health systems in administrative and federal court litigation, and stands out for her previous experience at the CMS. At the Chicago office, Jennifer Romig is geared to support healthcare clients, private equity firms and other investors on structuring and negotiating M&A deals, while Boston-based David Peloquin focuses his practice on matters in the clinical research, digital health and healthcare delivery areas. In New York, Sarah Blumenthal has broad experience extending to government and third-party payments, university-hospital relationships and data security, and Adrianne Ortega acts as regulatory counsel for transactions in Boston. In November 2025, Samuel Perrone was promoted to partner in Boston and Cara Dermody was promoted to counsel in Washington DC, while Deborah Gersh retired in January 2026.
Legal 500 Editorial commentary
Accolades
Client satisfaction: Lawyer & team quality
Key clients
- Roswell Park Comprehensive Cancer Center
- Hospital for Special Surgery
- Emory Healthcare
- Bain Capital
- Heartland Dental
- 1Life Healthcare
- Johns Hopkins University
- Thomas Jefferson University
- Children’s Hospital and Health System (Children’s Wisconsin)
- Beth Israel Deaconess Medical Center
- St. Croix Hospice
- Advocate Health
- University of Southern California
- George Washington University
- Lifespan Corporation
- Community Hospitals of Central California
- Wake Forest Baptist Medical Center
- Montefiore Medical Center
- Indiana University Health Clarian Health West
- Association of American Medical Colleges
Work highlights
Advised Walgreens Boots Alliance (WBA) in its landmark take-private acquisition by Sycamore Partners, valued at up to $23.7 billion.
Advised Rady Children’s Hospital and Health Center (“RCHHC”), the sole member of Rady Children’s Hospital – San Diego (“RCHSD”), on a strategic consolidation with Children’s HealthCare of California, the sole member of Children’s Hospital of Orange County (“CHOC”) and Children’s Hospital at Mission (“CHOC at Mission”).
Representing Indiana University Health Clarian Health West in the lead industry-wide action challenging the CMS’s recalculation and recoupment of Medicare outlier payments.
Lawyers
Leading partners
The strongest partners in their field, leading on market-leading deals and endorsed by peers and clients alike.
Next Generation Partners
Junior partners with significant recognition from clients and peers in the market and key roles on multiple matters.
Leading associates
Leading associates with regular involvement in their team's key work, and recognition from peers or clients as being ones to watch.
Sarah Blumenthal
Practice head
Timothy McCrystal
Other key lawyers
Stephanie Webster; Jennifer Romig; David Peloquin; Sarah Blumenthal; Samuel Perrone; Cara Dermody


