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Paul Greenleaf Obituary
Born in Pittsfield on March 10, 1952, he was the son of Clara Sadlowski McComb. Paul was raised by his grandparents, Alexander and Elizabeth Sadlowski.
He was educated in Pittsfield schools and was a graduate of Taconic High School. Paul also received his associates degree from BCC in Computer Programming.
Mr. Greenleaf was a member of the National Guard for 7 years.
He had worked for KB Toys for many years as a computer programmer. He also worked at Sears for many years and lastly at Hertz Rent A Car.
Paul loved going to Disney World, twice a year. He attended over 300 Kenny Rogers and Dolly Parton concerts. A Green Bay Packers fan, he was 1% owner, and was also a Notre Dame University football fan.
He is survived by his son, Brett Greenleaf of Pittsfield; two step-sons, Jay Derby and companion Julie of Framingham, and Todd Derby and companion Moira of Pittsfield; a brother, Stanley Greenleaf and wife Ruth of Sommerville, FL; niece, Shenna Burke and husband James of Pittsfield; nephew, Paul M. Greenleaf and wife Kristen of Ft. Myers, FL; as well as many great-nieces and great-nephews, and his former wife, Gail Zimboski Greenleaf of Pittsfield and his aunts, Barbara Milensky, spouse Chet, and Victoria Wich, spouse Wilford.
He was predeceased by a brother, John Greenleaf at the age of 5.
FUNERAL NOTICE: Funeral home services will be held, Saturday, August 30, 2025 at 10 a.m. at Dery Funeral Home, 54 Bradford St., Pittsfield. Burial will follow in St. Joseph Cemetery. Calling hours will precede the service from 9 to 10 a.m. at the funeral home.
In lieu of flowers memorial donation may be made in his name to the Alzheimer's Association in care of Dery Funeral Home, 54 Bradford St., Pittsfield, MA 01201.
To plant trees in memory, please visit the Sympathy Store.
Memories and Condolences
for Paul Greenleaf
Sponsored by The Berkshire Eagle.
Keith F Palmer
September 5, 2025
Knew Paul,Gail,Jay and Todd for quite some time. Always enjoyed their company and friendship.It was a huge family gathering everytime the neighborhood got together but always a great time. The one time I remember was having to go and take their tickets to Kenny and Dolly because they had won a contest for front row tickets and so much more.......Decades have passed and have drifted apart,but I would like to give his family the opportunity to know I enjoyed his company dearly.....God Bless evryone who reads this and you know who you are.
Barbara Leslie
August 31, 2025
I'm sorry to hear of your loss. I worked with Paul at KB Toys and it was great to have such a nice coworker. I loved to chat with him about Disney and hear his Kenny Rogers stories. My thoughts are with you and your family and I hope that his memory brings you comfort.
Michelle D
August 30, 2025
My heartfelt condolences go out to Paul´s family. I´ll always remember listening to Kenny Roger at the nurses station and dancing with him. He is greatly missed
Ann & Frank Thanos
August 30, 2025
Vickie and Willy, we are so sorry to read about the passing of your nephew. Please accept our deepest sympathy.
Tami & Mike
August 30, 2025
Carol Dawson Winn
August 29, 2025
1970 Taconic classmate. Rest in peace.
Shelley Levesque (French)
August 29, 2025
My deepest condolences to the family. I worked with Paul for many years at KB, He was a kind wonderful man that will be missed by many I'm sure. Rest In Peace Paul
Gail Greenleaf
August 28, 2025
Paul will truly be missed He was the greatest husband and father anyone could have
asked for.kind generous loving inside and out.rest in peace my love. May we all meet together someday Go and fly with the angels Paul.love you always
Joe Rupinski
August 28, 2025
Worked with Paul at Sears in Receiving he was a funny and good natured guy. Rest in peace Paul.
Kathie Barrett
August 28, 2025
Dear Jay and Tod.
I was so sorry to have read about your dad passing. Every time I ran into Tod I always asked about your dad. I remember when you guys were little and my son Glenn was in boys and cub scouts he was a great leader and as a parent I always new he would take great care of my son wherever he took the kids. I always made a point when Paul worked at Sears to make a point to stop and see him he was always smiling and we talked to catch up on things since we moved out of the area. He will truly will be missed. Another great person taken to early God rest you Paul with love your friend
Jeanne coughlan
August 27, 2025
Paul was a very important part of my life. I will miss him and love him always. Until we meet again Paul enjoy the heavenly treasures.
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