James C. O'Sullivan

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Greenfield High School Boston University University of Massachusetts

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Kostanski Funeral Home, Inc. - Greenfield

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Greenfield, Massachusetts

James O'Sullivan Obituary

James C. O'Sullivan

Greenfield, MA - James C. O'Sullivan (Jim), 87, of Colrain Road, Greenfield died peacefully Sunday 6/15/25 at Baystate Franklin Medical Center in Greenfield. He was born in Greenfield on November 20, 1937, the son of Michael and Theodora (Mazur) O'Sullivan. Jim graduated from Greenfield High School in 1955, received his undergraduate degree from the University of Massachusetts in 1962 and continued his education, receiving a Law Degree from Boston University in 1965. After passing the Bar Exam, Jim opened his law practice in Greenfield, where he enjoyed practicing law for more than 50 years.

Jim had a passion for golf and was a member of the Country Club of Greenfield for more than 50 years. In addition, he enjoyed bowling, softball, and trips to Saratoga and Hinsdale Racetracks. He was an avid New England sports fan and especially enjoyed watching the Red Sox. Jim was liked by all, had a great sense of humor and always had a story to tell. He looked forward to his weekly card games with his lifelong friends.

Jim married the love of his life Sandra Harper on June 16, 1962. Family was everything to Jim. Besides his beloved wife of 63 years, together they raised 3 children: James C. O'Sullivan, Jr. and his wife Kelly of York, Maine; Jacqueline M. O'Sullivan of Montague; and Sean M. O'Sullivan and his wife Kathleen of Greenfield. He was the proud grandfather of seven grandchildren: Christopher and Matthew O'Sullivan; Shelby and Justin Sayer; Sarah, Amy and Sean O'Sullivan, Jr.

Jim had 3 brothers and 2 sisters. He is survived by his brothers Gary O'Sullivan of Florida and Francis O'Sullivan of Greenfield. Jim was predeceased by his brother Michael O'Sullivan of California, his sisters Cielle Sabean of Greenfield and Mary Matthews of Greenfield.

There will be no calling hours.

In lieu of flowers, memorial contributions can be made to the Franklin County Sheriff's Office Regional Dog Shelter, 10 Sandy Lane, Turners Falls, MA 01376.

Arrangements are under the direction of the Kostanski Funeral Home. For condolences, please visit www.kostanskifuneralhome.com.

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

Published by The Recorder on Jun. 19, 2025.

Memories and Condolences
for James O'Sullivan

10 Entries

Jay Ruggeri

June 26, 2025

Dear Sandy, Family,

We are so sorry to hear of Jim´s passing while we were away. I can remember the last time we spoke with Jimmy along with the family over a Denny´s breakfast. The stories came out fast and furious and we shared many good laughs about the old days. He always had a good memory and was as funny as hell when delivering his message. You could always count on him to bring a smile to whomever he was speaking with. Whether it was on softball diamond, putting green or in the courtroom, he had that most distinctive voice that we all knew so well. He provided a lot of sound advice to a lot of anxious people over the years and left things better than he found them. I appreciated his help with the land in Italy and all the other advice he offered over the years. His wit, his stories, his jokes and the manner in which he would deliver them would always paint a clear picture of the subject at hand. With him you could always count on a great sense of humor and a warm smile to make people comfortable.

He was such a fine man and will be missed by you, your family and many, many, many folks in the community for years to come. An icon.

With all of the history that we have and many times that we visited with each other, It would always bring a smile to my face when someone would mention Jimmy O´Sullivan.

Please keep those memories in your heart and in your mind as you get through this difficult time. We will always remember him warmly. Rest in Peace Jimmy.

Our deepest sympathy to you and the family,

The Colorado Ruggeris ... Jay, Marsha, Sophia and Siena

Stephen Morrissey

June 24, 2025

I'm sorry to hear of your fathers passing, he will be missed by all that had the privilege of knowing him. Fond memories at Laurel Lake so many years ago with your family.

Dorene Brouillet

June 21, 2025

Sandy, it has been a long time I have seen you both.My thoughts and prayer are with you

Sharon Bauch

June 20, 2025

Praying for family! One of a kind.

Bob Miller

June 20, 2025

Sad to see my Friend and lifelong Attorney has passed ! They don't get any better than Jim "My Columbo" !. Rest in Peace.

Terri A Cairns

June 19, 2025

Aunt sandy an Jim Jackie an Sean so sorry to hear of uncle Jim passing he was a good man an funny as he'll. He will be missed by all. Sending prayers to your family .

Arlene Sullivan

June 19, 2025

Sandy and family I am so sorry to hear of Jim´s passing. He was a wonderful man. I enjoyed his sense of humior. He will be missed by many. I will keep you in my prayers ,

Arlene Sullivan

June 19, 2025

Sandy and family I am so sorry to hear of Jim´s passing. He was a wonderful man with a great sense of humor . He will be missed by many , I will keep you in my prayers .

Regis MacNeil Johnston

June 19, 2025

Dear Sandra
Sorry to hear of your husband's passing, I'll keep you in my prayers. Love Regis

Vicky Lynde

June 19, 2025

Jimmy was my employer for 12 years many years ago...but more importantly, he became a friend and mentor. I'm beyond devastated to learn of his passing. Jim had an amazing life! He will be so sadly missed. Sending love and hugs to Sandy, Sean, Jim Jr., Jacqueline and your families.

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