Cartwright Funeral Homes


KELLEY, Diane Marie , 56 of Dorchester MA, passed away on Friday, February 12, 2021. Born in Everett, MA, Diane was the daughter of Mr. and Mrs. Paul H. and Juanita H. (Denton) Kelley of Randolph.
Born on March 18, 1964, Diane enjoyed an idyllic childhood in the Druid Hill area of Randolph where she graduated from Randolph High School in 1982. From an early age Diane excelled at sports, a game changer in a neighborhood with few families of color. When it was time to choose teams, Diane was always chosen first! She played multiple sports in high school, but basketball was her game; she was a top player on her high school team. After graduation, Diane went on to play basketball for Salem State University where she also earned two bachelor’s degrees, one in Sports, Fitness & Leisure Studies and the other in Social Work.

After college, Diane landed her first job at the Pine Street Inn in Boston, where she worked as a
Relief Counselor. It wasn’t long before she was promoted to Weekend Supervisor. In August 1993 Diane began her career with the Massachusetts Parole Board as a Transitional Parole Officer. Once again, she worked her way up the ranks and in 2001 she was promoted to Institutional Parole Officer which is a supervisory position.

Throughout her career, Diane worked at various correctional institutions across the state including Boston Pre-Release/Longwood, MCI Norfolk, Suffolk House of Correction and MCI Concord. As one of the few African American parole supervisors, she prided herself in doing good work. She felt that it was important to “represent” well! She shared her knowledge and expertise with others by training several Transitional Parole Officers within the agency. Diane’s exceptional training resulted in several of her colleagues being promoted into supervisory roles. It brought her such joy to see the staff that she trained succeed, she would always say “you put a little tear in my eye”.

Diane was a kind and generous person with a gregarious personality and an infectious smile.
As a proud, gay, Black woman, Diane felt that it was important to be involved in the community. For many years she would start her day with a run through the neighborhood. She
also loved to swim and more recently she enjoyed swimming at her local YMCA. Diane loved to
travel and some of her favorite times were spent on the beach. She enjoyed vacationing in
Martha’s Vineyard with her family, annual trips to Provincetown with her friends, and her
special ‘Sister’s Only’ vacations with Debbie to Mexico. A lover of cats, Diane would rescue
strays from around Dorchester. If she saw a cat in need around her home, she would invite
them in for some food, warmth, and love.

Diane is cherished survived by her parents Paul H. Kelley and Juanita H. (Denton) Kelley of Randolph. Siblings; Daryl P. Kelley of Washington DC, and Debra (Kelley) Tynes (husband Julian T. Tynes) nephews; Julian Corey Tynes of Boston, Mitchell E.K. Tynes, Owen C. Tynes, Eric W. Tynes all of Springfield, MA; and a host of family, colleagues, co-workers and dear friends.

In lieu of flowers, donations in her name can be made to: Animal Rescue League of Boston, The Pine Street Inn or Randolph High School Girls Basketball.

In keeping with the Covid-19 guidelines, which include face coverings, social distancing and wait times in line due to temporary limited capacity, relatives and friends are respectfully invited to attend visitation period on Friday, February 26th from 4:00 PM - 6:00 PM in the Cartwright Funeral Home, 419 No. Main St (Rt. 28), Randolph. A private Funeral Service will be held at 6:00 PM in the Funeral Home. The service will be live-streamed and you may view below at that time.


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