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Terrence Flynn, 85

Terrence “Terry” John Flynn, a longtime resident of Northern Berkshire County, died Dec. 23, 2019, at Williamstown Commons. He was 85.

He was born in Gary, Indiana, on Sept. 13, 1934, the son of the late James Woodrow Flynn and Anita June (Tuttle) Flynn. He attended St. Luke Elementary School and Emerson High School in Gary. He received a bachelor of science degree in humanities with a major in English from Loyola University Chicago. It was there he met his future wife, Kathleen Ann Madigan, when they acted together in a production of “Antigone.”

The two married at Holy Name Cathedral in Chicago on Sept. 8, 1956.

Flynn served in the U.S. Army with the 28th Infantry Regiment of the 8th Division in Heilbronn, Germany, from 1956-58. He was joined in Germany by his new bride, and the two lived in the garret of a quaint house. They visited Paris and points around Germany and saw great German stage and operatic productions and American movies dubbed in German. 

Afterward, Flynn and his wife lived in Chiago, where they had their first child, then moved to Gary where Flynn worked in U.S. Steel’s Gary Works for 11 years. He worked in the mill’s Industrial Engineering Department and as a foreman in the Axle Mill and a division engineer in the West Mills Finishing and Shipping Department. 

The Flynns had four more children while in Gary.

In 1970, the family moved to Williamstown, Mass., and later to North Adams. Flynn was taken with the beauty of the Berkshires and enjoyed hiking with his children, who numbered six as of 1975. 

After settling in Massachusetts, Flynn decided to pursue a teaching career and earned a master’s degree in education with a concentration in literature from what is now Massachusetts College of Liberal Arts. 

He became an English and history teacher at McCann Technical School, where he taught the region’s future electricians, plumbers and car mechanics to appreciate Emily Dickinson, American history and theater. During his years at McCann, from 1972 until he retired in 2000, Flynn served as faculty adviser to the school’s National Honor Society and traveled with students each year to New York or Boston. 

He also created a drama program and produced several plays, including one that used students from Massachusetts College of Liberal Arts as directors. 

Flynn believed the reading and acting of Shakespeare’s plays to be a crucial part of one’s literary education and produced major Shakespeare dramas under the direction of Shakespeare & Co. of Lenox, Mass. 

He was a recipient of the George Olmsted Jr. Class of 1924 Prize for Excellence in Secondary School Teaching awarded by Williams College.

In his later years, Flynn lived with his wife at the Berkshire Mill apartments in Adams, and he enjoyed teaching his grandchildren about the history of the former textile mill that he resided in. 

In addition to his parents, Flynn was preceded in death by his sister Anne Flynn; his brother James W. Flynn; and his son-in-law Arthur Sullivan. 

He is survived by his wife and their six children, Deirdre R. Sullivan; Bridgid R. Ross; Christopher M. Flynn; Kilian J. Flynn; Nicholas T. Flynn; and Eileen E. DeLaO; and many grandchildren and great-grandchildren. 

Funeral notice: A Liturgy of Christian Burial for Terry Flynn will be celebrated Friday, December 27, 2019, at 11 a.m. at St. Elizabeth of Hungary Church. Burial will be at a later date in Southview Cemetery. Calling hours at FLYNN & DAGNOLI-MONTAGNA HOME FOR FUNERALS CENTRAL CHAPELS, 74 Marshall St. North Adams, Mass., are Thursday, December 26, 2019, from 4 to 7 p.m. Flowers may be sent.


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Recollections & Sympathy For the Family
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So sorry for your loss
from: carolgreenbushon: 12-30-2019

Dear Chris and family,
My sympathies for the loss of your father, he was such a great teacher, he always had a way of somehow making Shakespeare fun.... loved that guy. Class of '83
from: Renee Royal on: 12-30-2019

It was my honor to serve with Terry during his tenure at McCann. He demonstrated a total commitment to his students and gave countless hours of his free time to our National Honor Society and his work with Shakespeare and Company with our student “actors”. He was always a professional, even when we were often on opposing. A good friend too. True professional was Terry.
from: Howard Brookneron: 12-26-2019

My condolences to the Flynn family. I was fortunate to have Mr. Flynn as a teacher at McCann. Class of 1977. What a well lived life!
from: Anne Gueston: 12-26-2019

I only attended Mccann for one year but was fortunate enough to meet Mr. Flynn and be in an amazing play under his direction later in his career. He is one who taught me to appreciate literary greatness especially that of Shakespeare. What a great story in his obituary and what a life he lived. He touched the heart of literally thousands of people like me and he will certainly not be forgotten. My condolences to the family.
from: Nathan Girardon: 12-26-2019

If there is one couple I always enjoyed bumping into, it was Terry & Kathleen. Rarely, did you see one without the other. And even if it had been years, Terry would ask about the kids and always have a humorous tale to tell. He will be missed.


Linda Perry (Collyer)
from: on: 12-25-2019

Kilian, Nick, and Family,
Sorry to read about your father passing. Condolences to you all at this difficult time.
from: Erica (Dami) Pecoron: 12-24-2019

Thank you Terry for sharing with me your great sense of humor and wit. You were one of the first persons that greeted me upon my arrival at McCann and from that day on we shared many great conversations and laughs. You will not be forgotten
from: John Eliason: 12-24-2019

A beautiful life that came to an end,he died as he lived,everyone's friend. In our hearts a memory will always be kept,of one we loved,and will never forget.
from: Pat Dunnon: 12-24-2019

I consider it a great gift to have had the pleasure of teaching with you at McCann, Terry. Although I taught drafting we shared a love of literature and theatre. You always lived life to the fullest and I was always happy to converse with you. I have missed you. My condolences to your family as they grieve your passing. R.I.P. dear friend.
from: Bill Fuhrmannon: 12-24-2019

Terry,
Great Teacher, Great Soft Ball Coach, all around Great Guy!
R.I.P. Mr. Flynn
from: Bob Morris Class of 74on: 12-24-2019

Thank you, Mr. Flynn, for all you taught me
& for making CWA's fun.
R.I.P.

from: Sandy Severin - Pansecchion: 12-24-2019

Rest in peace. Thank you for all you have taught me
Over the years.
from: Cory Adelt on: 12-23-2019

RIP Mr Flynn. You were a great teacher with a wonderful sense of humor.
from: Jim Peterson: 12-23-2019

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