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In Memoriam: Howard Shea, 1937-2025

June 3, 2025 by AC Editor

Spent His Entire Insurance Career With Liberty Mutual

Howard R.W. Shea, of Natick, MA, passed away peacefully on May 18th, 2025. Howard was born on April 4, 1937, in Holyoke, MA to the late Howard Shea and the late Gertrude Delaney and was brother to Rosalie Hobert (Shea) and the late Maureen Degaraff (Shea). Howard is survived by his wife June, son Michael and his partner Rachel Shearer, step-son Matthew Lacob and his wife Charissa, and granddaughter Ellowyn Joy, along with many nieces, nephews and cousins. 

A high school graduate of the Williston School (now the Williston-Northampton School), Howard attended Amherst College, where he was a proud member of Delta Kappa Epsilon, graduating with his bachelor’s degree in 1959. After college, Howard served in the Army National Guard, starting with a two-year full-time stint, followed by multiple years as a reserve. After serving, Howard took a job at Liberty Mutual in Boston, where he spent his entire 40-year working career as an insurance underwriter for major national accounts. 

Howard was a lover of nature and wildlife. He enjoyed fishing, scuba diving and hiking. He was always quick to point out a soaring hawk or osprey, or even the occasional deer bounding through the backyard. He loved spending time at his Cape house in Chatham, getting up early for walks along the ocean at his favorite spot, Forest Beach or making his way over to Skaket Beach in Orleans to catch an amazing sunset.

Howard was an avid collector and was especially fond of coins and glass. He could often be found metal detecting all over Natick or by the bandstand in Downtown Chatham. He was a huge Boston sports fan and could usually be heard “coaching” the Patriots and Red Sox. An ice cream connoisseur, Howard would regularly remind us that there was always room for some ice cream after a good meal since it just “fills in all the nooks and crannies.” He was also a proud friend of Bill Wilson for an amazing 49 years. 

His positive outlook, words of wisdom and thunderous laugh will be greatly missed. 

Mr. Shea’s obituary is reprinted from the John Everett & Sons Funeral Home at Natick Common

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