Gerald Cassidy Jr.

Gerald (Jerry) Cassidy Jr., 86, formerly of Edgewood, Rhode Island, passed away on Oct. 19, 2024, in Bonita Springs, Florida. He was the husband of the late Eileen (Halpin) Cassidy. They had been married for 55 years. Jerry had been a seasonal resident in Bonita Springs since 2002, living in York Beach, Maine, during the summer. He was the son of the late Gerald J. and Rita M. (Dailey) Cassidy.

Born in Hopkinton, Jerry filled his youth playing football, basketball and baseball. He was team captain of all three sports in his senior year, going undefeated in football in 1955. Following his days in Hopkinton, he played football and baseball at the University of Vermont. He continued playing baseball as a Minnesota Twins farmhand for two years in the Appalachian League and the New York Penn League. He was inducted into The University of Vermont Hall of Fame in 1989, and the Hopkinton High School Hall of Fame in 1993. An insurance executive with over 50 years of experience, Jerry served in managerial roles at St. Paul Fire & Marine Insurance Company and the Phoenix of Hartford Insurance Company. He served as the president and CEO of Hospital Underwriters Mutual Insurance Company and was a founding member of the Board of Directors in 2008.

Jerry is survived by three children, G. Joseph Cassidy III of Bonita Springs, Florida, Stephen Cassidy and wife Dena of Greenville, Rhode Island, and Susan Petrini, of Buzzards Bay. He was the brother of John Cassidy of Michigan and the late James Cassidy of Florida. He had three grandchildren and four great-grandchildren.

A memorial Mass will be celebrated on Saturday, Nov. 23, at St. Paul Church, One Saint Paul Place, Cranston, Rhode Island, at 10 a.m. Donations in lieu of flowers may be sent to the Alzheimer’s Association (alz.org).

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