James Roosevelt, Jr.

T: (617) 274-2875
  • Harvard Law School (J.D.)
  • Harvard College (B.A.)
  • Harvard Business School (Advanced Management Program)

Related Services


Jim advises health care payers, providers, trade associations and service providers on business matters, legislative and regulatory issues, governance and personnel matters. He is a national speaker and author on the Affordable Care Act, Medicare and Medicaid policy, and Social Security.

For over ten years Jim was CEO of Tufts Health Plan, where he led a turnaround resulting in nearly doubling the membership and achieving consistent profitability while attaining a #1 in the nation ranking from the national accrediting organization. He was previously in-house general counsel and was a former partner in the Health Care Practice Group of Choate, Hall and Stewart in Boston. Before joining Tufts Health Plan, he served as Associate Commissioner of the U.S. Social Security Administration.

In 2016, Jim was a Visiting Fellow at the Institute of Politics of the Harvard Kennedy School of Government. He continues as a Clinical Instructor in the Public Health and Community Medicine Department of Tufts University School of Medicine.

Public policy and politics are Jim’s personal passions. He co-chairs the Rules and Bylaws Committee of the Democratic National Committee and is volunteer legal counsel for the Massachusetts Democratic Party. He is a Trustee of the Cambridge Public Library and the Cambridge Community Foundation. Recently he has co-chaired Rhode Island Governor Gina Raimondo’s Healthcare Leaders Task Force on Health Care Cost Growth and he co-chairs the Massachusetts Hospital Association’s work group on access to behavioral health care.

Jim considers himself very fortunate to be married to Ann, who is an environmental and community activist, as well as a real estate broker. They enjoy living near their daughter and her husband and their two grandsons in Cambridge, as well as visiting their daughters and their husbands in Washington and Brooklyn (and their newest grandson).

Public Service

Member, FAIR Health, Inc. Board of Directors
Board Chair, Massachusetts Health Quality Partners Board of Directors


American Health Lawyers Association
Boston Bar Association, Health Law Committee
American Bar Association, Health Law Section
Massachusetts Hospital Association, Life Member


  • Harvard Law School (J.D.)
  • Harvard College (B.A.)
  • Harvard Business School (Advanced Management Program)

Bar Admissions

  • Massachusetts, 1971
  • Washington, D.C., 1972


Emmanuel College, Boston, MA, Commencement Speaker and Honorary Degree (Dr. of Laws, 2011)
William James College, Newton, MA, Honorary Degree (Dr. of Humane Letters, 2017)