Ashley Osak helps health care organizations navigate transformative transactions in an increasingly complex regulatory environment. She advises hospitals, health systems, private equity sponsors and their portfolio companies, physician organizations, specialty provider groups and medical spas on mergers, acquisitions, joint ventures, strategic affiliations and other growth initiatives.

Known for her practical and business-minded approach, Ashley guides clients through every stage of a transaction—from structuring and diligence through closing and post-transaction integration. She regularly counsels clients on corporate practice of medicine considerations, licensure and certification requirements, and operational issues that arise in connection with health care transactions and ongoing business operations.

Ashley has significant experience advising clients on California's evolving health care transaction oversight and approval landscape. She counsels health care organizations, investors and providers on pre-closing notice, review and consent requirements, including matters involving the California Office of Health Care Affordability (OHCA) and the California Attorney General. Ashley works closely with clients to assess regulatory risk, develop transaction strategies and navigate complex review processes while maintaining deal timelines and business objectives.

Drawing on her prior experience as associate counsel at a leading academic medical center, Ashley understands the operational realities facing health care organizations and brings a practical perspective to every engagement. Her ability to balance business, legal and regulatory considerations helps clients execute transactions efficiently while positioning them for long-term success.

Education

  • Loyola University Chicago School of Law (J.D., cum laude, 2013)
    • Dean’s List, Editor-in-Chief, Annals of Health Law Journal
  • University of Colorado Boulder (B.A., cum laude, 2010)
    • Communication and Sociology

Bar Admission

  • California
  • Illinois
  • New York

Professional Affiliations

  • American Health Lawyers Association
  • California Society for Healthcare Attorneys

Recognition

  • Named one of Best Lawyers: Ones to Watch® in America in Health Care Law, 2025
  • ICARE Star Award, Strong Memorial Hospital, 2019
  • Indiana Super Lawyers, “Rising Star” in Health Care, 2017-2018
  • Up and Coming Lawyer, The Indiana Lawyer, 2016
  • Board of Directors Award, Health Care & Life Sciences Section, Indianapolis Bar Association, 2015
  • Public Interest Recognition Award, Loyola University Chicago School of Law, 2013
Publications
OHCA Publishes Draft Regulations Implementing AB 1415 to Capture Health Care Transactions with Private Equity, Hedge Funds and MSOs
Key Takeaways OHCA has published draft regulations that expand its pre-transaction notice requirements to transactions involving private equity groups, hedge funds, certain management services organizations and newly created entities entering into transactions with health care entities. OHCA also proposed revised standards and procedures in its existing regulations, including adding information and documents to be disclosed and refining the procedures for conducting Cost and Market Impact Reviews. Among other focuses, the proposed regulations demonstrate OHCA’s interest in details of the arrangements between private equity groups and California health care entities and the impact of transactions on real estate where health care is delivered. Some of the new standards and requirements bear a notable resemblance to language used in some terms of the recent proposed
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California Attorney General and California Medical Association Advocate for Competing Interpretations of Corporate Practice of Medicine Laws That May Reshape PC/MSO Structures
Key Takeaways The pending Art Center case could significantly reshape California’s “friendly PC” / PC-MSO model, particularly regarding whether MSOs can remove and replace physician shareholders. The California AG and CMA present competing interpretations of CPOM: the AG favors a strict prohibition on removal rights, while the CMA supports a fact-specific analysis focused on actual control over clinical decision-making. Health care stakeholders should proactively review and potentially revise PC/MSO agreements, as increased enforcement risk and evolving legal standards may render common provisions — especially physician removal rights — unlawful. Two amicus briefs filed in a matter before the California Court of Appeal illustrate potential futures for the friendly PC structure and enforcement against the corporate practice of medicine (CPOM). On March 30, 2026, the California
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