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WILLIAM O'FLANAGAN Obituary

O'FLANAGAN, William A. "Bill" Of Philadelphia, passed away peacefully, on June 20, 2025. He was 78 years old. As a child in South Boston, Bill developed a love of the ocean, the Celtics, the Red Sox and the Patriots that stayed with him for his entire life despite flirtations with the Philadelphia Eagles and Sixers. Bill was a proud 1969 graduate of Boston College and went on to earn a Masters in Education from Trinity College '76, a CAS in Education from Harvard University '81, and a Ph.D. in Education from the University of Pennsylvania '91. Bill was a 40 plus year Headmaster of schools for students with significant learning, mental and physical challenges, including The Chelsea School, Kreb's School, Pathway School and Liberty School. Previously, he was the Head of Miami Valley School's lower school and the Assistant Head of the Rectory School. Bill was extraordinarily passionate about education and the power of community service, marrying those passions in his doctoral dissertation, which explored the transformational power of students with disabilities engaging in community service to help others. Bill was known for his spirited tie collection, which was a focal point of connection with his students, as well as an affinity for folk festivals, pick up soccer and volleyball games, Volkswagen vans, second hand stores, Guatemalan worry dolls, taking classes with his grandkids at Penn and watching his grandchildren play waterpolo, soccer, lacrosse and run in marathons. Any and all activities which involved his grandchildren brought him tremendous joy. Bill was the devoted husband of Anne L. O'Flanagan. Loving father of Mary K. "Maisie" O'Flanagan and her husband, Tom Newby of Atherton, California, William A. O'Flanagan and his wife, Michelle Toll of New York City and Elizabeth J. O'Flanagan of Philadelphia. Cherished "Grampy" and "Pop O" of Caitlin, Spencer, Conor, Megan, Bailey and Emily. And informally adopted grandfather of Ariana, Damian and Torey. Dear brother of Jane Lennon and her husband, Andrew of Milton and John O'Flanagan of Washington D.C., and the late Mary C. "Polly" Brady, Kathleen O'Flanagan and Ann Kfoury. Brother-in-law of Reverend James P. Butler of Boston and the late Mary Gudjonsson, Margaret O'Flanagan, Timothy Brady and Louis Kfoury. He is also survived by many loving nieces and nephews whom he adored. Bill's Funeral Mass will be celebrated August 23, 2025, at 10 a.m., at St. Patrick's Church, in Somerset, MA. Interment at St. Patrick's Cemetery in Fall River, MA. A Celebration of Life reception will follow at a location to be announced at the Funeral Mass. Contributions in Bill's memory may be made to WXPN public broadcasting ([email protected]) or to any school or community initiative that is near and dear to his friends' hearts. Obituary and guestbook at www.KfouryFuneral.com

To plant trees in memory, please visit the Sympathy Store.

Published by Boston Globe from Jul. 10 to Jul. 13, 2025.

Memories and Condolences
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2 Entries

Mike Donnelly

August 22, 2025

I looked in my personal dictionary, under the word "friend", and there was a picture of Bill. Having a difficult time knowing he's off to that great volleyball court in the sky. Per the definition of this friend, I can honestly say that, over the years, virtually every moment I spent with him (kayaking, volleyballing, drinking beer), was the most enjoyable time spent with another human. I, in fact, learned about that from Bill. So very sorry I couldn't make it to his funeral mass. My very best wishes are to the family that I have met (Anne, Bill, Lizzie), and those I haven't. It saddens me that you/we have lost one of the "good ones". In a world of chaos and uncertainty, I will always be grateful that I was allowed to spend a lot of time with my friend, Bill.

BARBARA A CLEARY

July 11, 2025

Bill's leadership of lower school at The Miami Valley School was an important link in the school's continued growth and excellence. Those who knew Bill and Anne in Dayton remember them fondly, and offer condolences to the family in their loss.

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Memorial Events
for WILLIAM O'FLANAGAN

Aug

23

Funeral Mass

10:00 a.m.

St. Patrick's Church Somerset

306 South St, Somerset, MA 02726

Aug

23

Interment

11:15 a.m.

St. Patrick's Cemetery Fall River

2233 Robeson St, Fall River, MA 02720

Funeral services provided by:

Kfoury Keefe Funeral Home

8 Spring Street, West Roxbury, MA 02132

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