James "Jim" Mulcahy O'Regan

September 7, 1936April 20, 2021

James “Jim” Mulcahy O’Regan, age 84 of Halifax, passed away April 20 of 2021 at the Halifax Infirmary. Born and raised in Halifax, he was the son of the late Alexander and Geraldine (nee Mulcahy) O’Regan.

Jim grew up and lived his life in the Quinpool Rd area of Halifax, enjoying the Commons as his front yard and the Shirley Street Arena as his backyard. He excelled at both baseball and hockey and was the Captain of the Saint Mary’s University Hockey team his graduating year. After finishing with organized sports Jim became well known as an avid all-weather runner throughout the city. He graduated Saint Mary’s University in 1961 and began a career as a respected math teacher in various High Schools, retiring in 1994. He was a long time member of St. Thomas Aquinas Church, a lifetime member of the Charitable Irish Society, and greatly enjoyed a spirited political debate or a lengthy discussion about history. Always proud to call Halifax home, Jim especially enjoyed his summers at their cottage in Pictou County.

Jim is survived by his wife, Barbara O’Regan (nee Cunningham) of Halifax; brother-in-law Fred Cunningham (late Carolyn) of Dartmouth; his sister-in-law Doreen Cunningham (late Alex) of Saint John, NB, 7 nephews and 4 nieces. He was predeceased by sister-in-law Isabelle Sandiland (late Tom).

Services will take place at a later date due to current COVID-19 restrictions. In lieu of flowers donations may be made to a charity of your choice. To leave an online condolence please visit


  • Funeral Service

    Tuesday, July 27, 2021

  • Committal Service

    Saturday, August 21, 2021


James "Jim" Mulcahy O'Regan

have a memory or condolence to add?

MichaelPhilip Vaughan

July 27, 2021

Barb and Family,
My thoughts and prayers are with you today. Sorry I can't be there to share in the celebration of Jim's life. I enjoyed many mornings after church with Jim, Dad and friends at Tim Horton's to hear stories of Halifax families and politics. Jim contributed a lot to Halifax. He will be greatly missed.
Michael Philip Vaughan, Garden Bay B.C.

Bob MacPhee

July 24, 2021

Barb and family, my sincere condolences to you in your loss of Jim.

Little Barb Sproull

May 2, 2021

Dear “Big Barb”
I was so very sorry to learn of Jim’s passing. That you shared such a wonderful long life together will hopefully comfort you as you move forward in the days and months ahead. My deepest sympathy to you and all the family.
If you are able to spend some time at your beloved cottage this summer, we are just “ down the Strait” and would love to share a coffee and old memories.
With love and sympathy
“Little barb”

Bill Shea

April 30, 2021

I had the good fortune of having Jimmy O'Regan as my grade 11 math teacher at St. Pat's in 73/74. He was a no nonsense guy who demanded respect and deserved it. He genuinely wanted every student he had to learn as much as possible. You often hear about a teacher that made a real difference in someone's life; Mr. O'Regan was that teacher for me! I believe he truly cared about every student he taught.

There were many hilarious stories from his classes that we recounted during our weekly encounters at the Spartan restaurant for decades after he taught me. He was hard on the outside but soft on the inside. They don't make them like that anymore.

My sincere condolences to Jim' family.

"RIP Jolly Jim"

Deacon Chris Morash

April 27, 2021

Very sorry to hear of the death of Mr. “Jimmy” O’Regan. Mr. O’Regan was my Grade X Math Teacher at St. Pat’s High School in the 1960’s.....though I wasn’t the greatest math student.

Mrs. O’Regan...please know of my prayers for you and your family at this time.

May “Jimmy” rest in peace and rise in glory!

Peace and care,
Deacon Chris Morash

Church of the Incarnation Roman Catholic Community
Charlottesville, Virginia 22901

Jill MacLean

April 27, 2021

Barb, when I think of Jim I think of stories and laughter. Tim Horton's will never be the same! Your loss is enormous and I hope you can feel all of us sending you love, prayers, and huge virtual hugs.


April 27, 2021

My deepest sympathy to his family. I taught with Jim at J. L. ILSLEY HIGH SCHOOL. I CALLED HIM Jim O because we also had Jim West in our department.We had fun teaching together. I will pray for the family. Sincerely Ellen Hibberts

John Murphy

April 27, 2021

My condolences to Mr. O'Regan ( as he would always be remembered that way by me!) and all of his family and loved ones. A fine teacher and I can remember him encouraging me in my basketball exploits at St. Mary's and always asking about my family whenever I encountered him. A true gentleman!!

Engelina Crouse

April 26, 2021

Dear Barb and Family,
We are so sorry to hear of your loss. Our thoughts and prayers are with you now as always. We all have different and wonderful memories of our families times together and as we are now all spread out across the Maritimes, we come together to send our condolences and prayers. You are in our thoughts.
From all the Post Family in Plymouth , Pictou County.
God Bless.
Ann, Ronnie, Wilma, Gerald, Jo-Ann, Riek and Engelina and families.

Margaret McCarthy

April 26, 2021

Barbara and family,
I am so sorry for your loss. May God comfort you. I do not know if I ever met your husband. Possibly in the early 1950's, when he was a boy and I was a toddler, when, as I have been told, we met some of my father's Canadian cousins during a visit to Peggy's Cove, Maine. Your friends and his students have shared wonderful memories of a very outstanding person, who is remembered for his goodness, friendliness, and abilities . Over the years, there have been stories from my Dad, Emmett, and our Aunt Marie and Uncle Eddie. We met Sister Agnes Mercedes when she traveled to the US in the summer of 1968 and stayed with us in Silver Spring, Md. Of course, my parents told us of their wonderful visit with you and Jim, possibly in the 1990's. This trip was a treasured memory for them. My Dad loved visiting his Canadian relatives whenever possible. I see a wonderful resemblance between your husband and my Dad. You and your family will be in my thoughts and prayers.
Margaret McCarthy
2 nd child of Emmett and Eileen McCarthy