Thomas F. Grady III died at his home in Littleton, Massachusetts, on May 19, 2026, at the age of 71.

Born in Manchester, New Hampshire, on March 18, 1955, he was the third of six children of Thomas Grady II and Jeannette (Charbonneau) Grady. He enjoyed an active childhood, bicycling the streets of Manchester and getting into harmless mischief with his friends. He participated in several sports, including Pop Warner football, enthusiastically recalling several championship seasons even decades later; he also swam competitively and played basketball for his high school teams. His antics as an altar boy were well known to many, as well as witty depictions of schoolboy pranks on the priests and nuns of his conservative Catholic elementary school.

Tom graduated from the University of New Hampshire in 1977 with a bachelor’s degree in history. He began his career as a claims adjuster for Liberty Mutual and Wausau Insurance in New Jersey and Massachusetts before pursuing a career in law. He earned his Juris Doctor from Suffolk University Law School and was admitted to the Massachusetts Bar in 1987.

He spent nearly fifteen years with the Law Offices of Wayne A. Perkins in Somerville, where he represented both plaintiffs and defendants in workers’ compensation and Social Security disability matters. In 2002, Tom established his own workers’ compensation practice in Davis Square, Somerville. He concluded his legal career in 2018 as workers’ compensation litigation counsel for the Commonwealth of Massachusetts.

Tom’s signature qualities were his amazing voice, quick humor, and extraordinary memory. He had a remarkable recall for historical events and trivia. He loved music and could effortlessly break into songs spanning the 1940s, Motown, and classic rock, as well as old Irish ballads, always finding the perfect lyric for the moment. Family and friends were delighted by his comic accents and renditions of Monty Python routines, Saturday Night Live sketches, and clever New Yorker cartoon captions.

Outside of work, Tom embraced the outdoors. He equally loved hiking the conservation trails in his hometown of Littleton as he did the White Mountains of New Hampshire. The beauty of the natural world brought him palpable joy. He was an avid golfer and a longtime member of both a golf league and a billiards team. He also served on the Littleton Board of Health and coached his son’s basketball team to an undefeated season.

Tom leaves his wife, Maryellen, and three children and their spouses, Emily Grady and Alex Beecher (Geneva, Switzerland), Nate Grady and Annelie Abney (Melrose, MA), and Maeve Grady and Ben Winters (Washington, DC), and four grandsons, Theo, Oliver, August, and Lucien. He is also mourned by his siblings, Patricia Klofas, Timothy Grady, and Lisa Gilbert, as well as many nieces, nephews, in-laws, and dear friends. He was preceded in death by his parents and two siblings, Susan and John.

Tom’s friendliness, humor, and intellect will be deeply missed by his family and friends.

Donations in Tom’s name may be made to the Littleton Conservation Trust. https://littletonconservationtrust.org/

Arrangements under the care of the Badger Funeral Home, 347 King St., Littleton, MA. 978-486-3709, www.badgerfuneral.com