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Brian T. O'Grady, 69

WILLIAMSTOWN, Mass. —  Brian O’Grady, 69, passed away at home on Thursday, November 5, following a brief battle with cancer.

Born in North Adams, Mass., in 1957, Brian was the son of Miles Joseph O’Grady Jr. and Agnes (Todd) O’Grady. He graduated from Drury High School and then North Adams State in 1981 with a BA in sociology and philosophy. Brian devoted his entire career to the selfless service of his community and the residents of Northern Berkshire County. As a young man he worked as a case manager for the Key Program, followed by a 15-year career with Elder Services of Berkshire County. Since 1999, Brian served as the Executive Director of the Williamstown Council on Aging. He was named Senior Center Director of the Year in 2015 by the Massachusetts Association of Councils on Aging. Brian found great meaning and purpose in helping people age with dignity and provide the services and support they needed to do so. Additionally, he served on several community-oriented boards in the region including the Williamstown Community Chest and Berkshire Regional Transit Authority.

Brian was a man of many interests, with a great passion for music, books, his cats, history, and gardening. He relished the opportunity to browse a book store, try a new restaurant, take a long walk, or check out an exhibit at a regional museum. Brian loved horror movies as much as he loved a chamber music recital. He was an avid slow-pitch softball player, a collector of obscure sports facts, and a fan of underdog sports teams.

Brian will be greatly missed by his wife of 43 years, Alison (Roe) O’Grady of Williamstown; his daughter Meghan Pinsonnault of Adams and her husband Travis and her daughter Vivian; and his daughter Elizabeth O’Grady and her partner Kenneth W. Kunes of West Springfield. He was predeceased by two sisters, who died in infancy, and a brother, William O'Grady. Brian will be remembered for his kindness, hard work, and generosity of spirit.

A celebration of life will take place at the Williams College Faculty House (968 Main Street in Williamstown) on Thursday, December 3 from 2:00 to 5:00pm. Attendees will be welcome to share memories of their time with Brian. In lieu of flowers, the family requests donations to HospiceCare in the Berkshires or Pop Cares, Inc., a local nonprofit that helps support families affected by cancer in Northern Berkshire County and Southern Vermont. Donations may be sent care of Flynn & Dagnoli Montagna Funeral Home, 521 W Main St, North Adams, MA 01247. To add to the Book of Memories, please visit www.flynndagnolifuneralhomes.com


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Recollections & Sympathy For the Family
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Allison-Brian was one of the good ones taken too soon. I was always happy to see him and have a conversation either while I was cutting your hair or around town. Kind beyond measure with his work with elders! I am truly sorry for your loss. Also my condolences to Meghan and Elizabeth
from: Kathy Oliversonon: 11-09-2026

Dear Alison, Meghan and Elizabeth, I am sad to hear the news of Brian's passing He was was such a wonderful person. We had many good times over the years. Please accept my heartfelt sympathies.
from: Carl Villanuevaon: 11-09-2026

Sincerest condolences to friends and family of Brian
from: Thomas Patrick McGrory Jr sincerest condolences to friends and family members of Brian grace and shalom peace Tom McGrory Jr on: 11-09-2026

I am so sorry to hear of Brian's passing. He will always be remembered for his warmth and compassion for elders in our community, May his memory be a blessing forever. Rest in Peace Brian.
from: Dale Watermanon: 11-09-2026

Elder Services is saddened by Brian's passing and extends sincere condolences to his family and friends. We are grateful for his service to our community, particularly to older adults. We honor his contributions both as a member of our staff and as Director of the Williamstown Council on Aging.
from: Elder Services of Berkshire County on: 11-09-2026

I am heartbroken to read of Brian's illness and passing. From 1999 until I retired in 2015, Brian was the staunchest member of the Town of Williamstown team. Strong beliefs but always a kind heart. A pillar of support and energy in the aftermath of Irene in 2011. Always working to improve the Harper Center facility and programs for his community. Respected by everyone and loved by all. The best friend.
from: Peter Fohlinon: 11-09-2026

I am so sorry to hear of the passing of Brian. I worked with him at the Harper Center for many years. He was a wonderful person with a giant heart. My deepest condolences to his family and the Harper Center staff.
from: Heather DeMarsicoon: 11-09-2026

A wonderful colleague to have known and have worked with.
from: WILLIAM BARKINon: 11-09-2026

Alison, Meghan and Elizabeth, Grant and I are so sorry for your loss of Brian. He was a fixture in the Williamstown community and a true helpmate to many. We always enjoyed his company and wit. I will cherish the opportunity to have been with you and Brian shortly before his sudden passing.
from: Patrick Quinnon: 11-09-2026

Still in a state of shock. I knew Brian for many years from Softball through Wed. night poker games, and many other things. My sincere condolences to the family
from: samuel gomezon: 11-09-2026

RIP Brian, you will be missed my friend.
from: Gary , Bev and Maylee on: 11-09-2026

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