Arthur L. Cherry, Jr.

Arthur L. Cherry, Jr., 72, of Naples, Florida and Massachusetts, died on September 20, 2025 with his family by his side. He leaves behind a contagious spirit of generosity and dedication to fun that rubbed off on everyone lucky enough to know him.

Art grew up in West Medford, Massachusetts, went to Pope John XXIII High School, and then attended Northeastern University, where he graduated in 1976. That same year, he started his career in financial services as a trust officer at New England Merchants National Bank, where he also met the best boss and collaborator he’d ever have, his wife of forty-seven years, Bev (McGovern) Cherry.

Among colleagues and family, Art was known as a guy with a lot of wisdom who took big swings. He held leadership positions at Scudder, Stevens & Clark, including as Managing Director, as well as President of Scudder Services Corporation. His career spanned roles in Boston and beyond, including The Boston Company, EDS and AT&T Solutions. He was President and Chief Executive Officer of Federated Services Company in Pittsburgh, Pennsylvania from 1997 until he retired in 2004, when he moved with Bev to Naples, Florida.

Art’s personal experiences are as notable as his career achievements. Art was proud of his childhood paper route which, he always said, established his values and work ethic. He loved boating, fishing, and the ocean, and immersed himself in a wide range of interests he enjoyed with friends and family, including golfing, becoming a wine aficionado, and taking epic trips to nearly every continent. Some standouts include seeing the Patriots win their first Superbowl in 2002 with his sons and good friends, many family adventures on boats around the world, and spending five weeks driving cross country in an RV camper with his family. Art will be remembered for this sense of adventure, his quick wit, and frequently sought-after advice and support.

He is survived by his loving wife, Bev, companion in both love and exploration; their four deeply grateful kids: John Scott (Carlie), Alison, Carolyn, Chris (Katy); and his five grandchildren who were enamored with their Grampa: Jake, Andrew, Benjamin, Elizabeth, Cameron. He was also eagerly awaiting the arrival of his new grandson.

A benevolent and philanthropic spirit, Art contributed significant time, expertise, and financial resources to many nonprofit organizations. If you so wish, Art’s family requests that donations be made to a charity of your choice — a gesture that would surely reflect his lifelong emphasis on giving back.

Private memorial services will be held for family and friends.