Jesse M. Caplan

Managing Director, Corporate Oversight

Boston, MA

Jesse Caplan is Managing Director of Corporate Oversight at Affiliated Monitors, Inc.  Mr. Caplan has spent his career focused on ensuring organizational success through enlightened leadership, and the highest standards of corporate integrity, ethics and compliance.  In counseling senior leadership and boards of directors, and in leading legal offices in both the public and private sectors, his philosophy and success have been predicated on certain principles: cultivating an environment of respect and openness, insisting on a culture of integrity and compliance, and understanding that most problems can be successfully solved through collaborative thinking and action.  Successful organizations, when facing difficulties, become stronger by addressing their problems head-on consistent with their mission and values.

Mr. Caplan has over 30 years of experience as an attorney in both the public and private sectors, much of that time in leadership positions.  He has approximately 20 years with government regulatory and enforcement agencies, including as General Counsel of the Massachusetts Executive Office of Health and Human Services (2015-2018), as Chief of the Massachusetts Attorney General’s Office Consumer Protection and Antitrust Division (2000-2008), as the Attorney General of the Republic of Palau (1998-1999) and as a Trial Attorney in the U.S. Department of Justice’s Antitrust Division.  Mr. Caplan was a partner with Epstein Becker & Green, a national health care law firm, while also serving as Chief Legal Counsel for Fallon Health, a Massachusetts not-for-profit HMO (2008-2015).

The majority of Mr. Caplan’s work has been in the complex and highly regulated health care industry.  With the Department of Justice’s Antitrust Division, he was in the Health Care Task Force and investigated and enforced application of the antitrust laws in hospital mergers, and allegations of price fixing, market allocation, and other conduct involving both health care providers and insurers.

While with the Massachusetts Attorney General’s Office, he oversaw antitrust and consumer protection investigations of the Massachusetts health care industry.  As a partner with Epstein Becker & Green, and Chief Legal Counsel for Fallon Health, he provided legal counsel for Fallon and other health care organizations in connection with Medicare and Medicaid regulatory compliance, HIPAA privacy and security, strategic transactions, and non-profit governance.  And most recently as General Counsel for the Massachusetts Executive Office of Health and Human Services, he had ultimate legal responsibility and oversight for the Massachusetts Medicaid program and 12 agencies, including the Department of Public Health, the Department of Mental Health, and the Medical Board.

Mr. Caplan has written and spoken on health care topics, including developments in connection with the Affordable Care Act, antitrust in health care, and federal and state regulatory compliance.  He has also served as an Adjunct Professor of Antitrust Law at the Suffolk University School of Law.

In addition to his work in the health care industry, Mr. Caplan has experience in addressing issues involving:

  • Labor and employment, including discrimination claims
  • Non-profit corporate governance and joint ventures
  • Conflicts of Interest and Ethics Compliance
  • Corporate compensation
  • Consumer protection and trade regulation

Mr. Caplan received his JD from the Washington College of Law at American University, and his BA from Colgate University.