Plymouth Rock Leadership

Plymouth Rock Leadership

Above all, Plymouth Rock's senior leadership team is committed to the welfare of our customers and employees. They are passionate about building our company and our talent. Meet the people who set the strategy that guides our business to deliver superior service and innovative results.

James M. Stone

Founder, Chairman and Chief Executive Officer
of the Plymouth Rock Group of Companies
James M. Stone (born November 12, 1947) is an American business executive. Jim Stone is the founder and CEO of Boston-based Plymouth Rock Assurance Corporation and chief executive of its holding company, The Plymouth Rock Company. Stone was a lecturer in Economics at Harvard University in the early 1970s and then was the Massachusetts Commissioner of Insurance from 1975 to 1979. He was appointed as chairman of the Commodity Futures Trading Commission by President Jimmy Carter, and was on the Commission until 1983. He is a fellow of the American Academy of Arts and Sciences.

James M. (Jim) Stone was born in New York City in 1947. His father was an attorney and a poet, and his mother, Babette Rosmond, was an author and also the Fiction Editor of Seventeen Magazine. He was educated in the public schools of Pelham, New York, and at Harvard University. In 1969, Stone received his bachelor's degree, graduating with Highest Honors in Economics, and was also elected as a member to Phi Beta Kappa. His academic work was recognized with the Allyn Young Prize for the best undergraduate economics thesis, as well as the Goldsmith Prize for best research paper presented to the Graduate School in Economics. Stone later received his Ph.D. in Economics from Harvard in 1973. He was appointed as a lecturer in Economics by the Harvard faculty to teach courses on the economics of securities markets.

While teaching at Harvard, Stone consulted in the insurance industry on a part-time basis. During this period, he completed six examinations for admission to the Casualty Actuarial Society (CAS), and his 1973 paper on the insurance of catastrophic risk became a standard requirement of the CAS syllabus.

In 1975, Stone was appointed Insurance Commissioner for the Commonwealth of Massachusetts by Governor Michael S. Dukakis. In 1979, Stone was appointed chairman of the United States Commodity Futures Trading Commission (CFTC) by President Jimmy Carter. In 1983, Stone finished his term in Washington at the CFTC and returned to Boston. In 1982, Stone founded Plymouth Rock Assurance Corporation. He has been the group's CEO since its establishment. The Plymouth Rock Group of Companies operates a number of insurance companies, specializing in automobile and homeowners coverage in the Northeast United States. It manages nearly $1.7 billion in annual premiums.    

Stone is also a member of the Administrative Committee of Lindsay Goldberg, a New York-based private equity investment firm. He was on the Board of Directors of The Boston Globe Newspaper Corporation from 1998 to 2006, and he served for five years as vice chairman of Global Post, a web-based international news service. Stone was a founder of Cat Limited, a Bermuda reinsurer, and Response Insurance as well as Homesite Group Inc., which is now among the nation's largest home insurers with $1.4 billion in annual homeowners premiums.

Stone is the author of One Way for Wall Street, a book on the securities industry, and "Five Easy Theses: Commonsense Solutions to America's Greatest Economic Challenges" (May 2016), a New York Times Bestseller and a Bloomberg Best Books of 2016 selection. He has also authored articles on insurance, finance, and economics.

Stone is the chairman of the Academic Affairs and Commercial Relations Committees of the Board of Directors of Cold Spring Harbor Laboratory, a genetics and cancer research institute. He served for ten years on the Board (and is now Chairman Emeritus) of Management Sciences for Health, a large international humanitarian health infrastructure provider. Stone is the chairman of the School on the Move prize panel, which awards the most improved Boston public school with a substantial monetary prize each year. He is a member of the Trust and the Finance Committee of the American Academy of Arts and Sciences. He is also a member of the Board of Directors of ProPublica, a Pulitzer Prize winning non-profit investigative reporting organization.

Stone is married to Cathleen Douglas Stone, a lawyer and environmentalist and the widow of Supreme Court Justice William O. Douglas. They have two children, Curtis and Lauren Stone. They live in Boston.

Hal R. Belodoff

President and Chief Operating Officer
of the Plymouth Rock Group of Companies
Hal is the President and Chief Operating Officer of The Plymouth Rock Company which oversees the Plymouth Rock Group of Companies. He is Chairman of Plymouth Rock Assurance Corporation and serves as Chairman of several other companies within the Plymouth Rock group. Hal joined Plymouth Rock in 1991 and was responsible for expanding our business into New Jersey through our affiliate Plymouth Rock Management Company of New Jersey (formerly Palisades Safety and Insurance Management Company).

Previously, Hal was Deputy Commissioner of the Massachusetts Department of Medical Security and was responsible for implementing several new health programs for the uninsured. He has held executive positions with U.S. Healthcare, Inc., a major national HMO company, and Blue Cross Blue Shield of Massachusetts. He is a graduate of Cornell University and Boston University School of Law. Hal also serves as a trustee of Lesley University. He is married and is the father of two sons.

Mary Boyd

President and CEO,
Plymouth Rock Assurance Independent Agency Group
Mary is the President and Chief Executive Officer of Plymouth Rock’s Independent Agency Group. She oversees all Independent Agency operations across the six states in which Plymouth Rock does business.

Previously, Mary was an executive at The Hartford Insurance Company, where she held multiple senior leadership positions, most recently heading its personal lines agency and personal lines direct channels. She brings independent agency experience, along with deep expertise in strategy, product management, predictive analytics and affinity marketing. Prior to joining The Hartford, she spent 15 of her 25 years in the industry working in roles at ACE and Chubb.

Mary has Bachelor degrees in both Applied Mathematics and Economics from Rutgers University. She is married with a grown daughter and in her spare time, loves sports and spending time with family and friends.

Jeff Briglia

President and CEO,
Plymouth Rock Management Company of New Jersey
Jeff is the President and Chief Executive Officer of the Plymouth Rock Management Company of New Jersey. He is responsible for overseeing Plymouth Rock's direct to consumer and exclusive agent auto insurance division.

Prior to joining Plymouth Rock, Jeff was the Chief Insurance Officer and Chief Operating Officer of Metromile Insurance.

With a career spanning more than two decades in insurance, Jeff has held multiple executive leadership roles, including senior positions at Allstate and Progressive.

Jeff has a Bachelor of Science from the State University of New York at Buffalo and a Master of Business Administration from Carnegie Mellon University.

Outside of the office, you can find Jeff performing music with local bands on a drum kit and enjoying time with his family and rescue dog.

Bill Martin

President and CEO,
Plymouth Rock Home Assurance
Bill is the President and CEO of Plymouth Rock Home Assurance which oversees all property insurance for Plymouth Rock. He also oversees Plymouth Rock’s reinsurance program. Bill joined Plymouth Rock in September 2016.

Bill has more than 30 years of experience in the property/casualty insurance industry. He has held senior positions at several companies including Farmers Insurance, Progressive and Travelers. Prior to joining Plymouth Rock, Bill was President of Bankers Insurance in St. Petersburg, Florida.

Bill has a B.A. in political science from Stanford University. He is an avid sailor, skier, trombone player and sports fanatic.