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Harold Whittingham

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HAROLD KELVIN WHITTINGHAM

December 9, 1960 – July 30, 2025

It is with great sadness that we announce the passing of Harold Whittingham on Wednesday, July 30th, 2025, in the Assiniboine Centre, Brandon MB. His wife, Christine Hearn, and niece, Lorraine Wilson, were by his side. 


Harold is survived by his wife, Christine; brother, Wayne (Judy); their children, Chad (Jessie), Clint (Tianna and their daughter, Prim); sister Vickie (Ron) Wilson; their children, Lorraine, Steven (his daughter Arya); and special nephew, Matt Bennett. He was predeceased by his parents, Kelly and Betty Whittingham. 


Harold was born and raised in Brandon and area. He worked at various jobs until he became a heavy-duty mechanic and worked at Toromont Cat until back surgery required him to retire from the job. He then went to work at Brandon Bearing as a salesman and was there from 2004 until his retirement in December 2024. 


He resumed his passion for farming in 2009 to continue the family legacy. Harold planted his last crop in 2025. 


Harold had a love for butter tarts which he did not like to share. His first love was his cat, Lil Bootsie, which he rescued in 2012. He had a great love for animals. 


Harold was musically inclined and played the guitar, banjo, and bass as well as sang. 


In lieu of flowers, donations can be made to a cat rescue or Cancer Care


He will be greatly missed by his wife, Lil Bootsie, family, and friends. 


A celebration of Harold’s life will be held at 2:00 p.m. on Saturday, August 16th, at the Victoria Inn. Please bring photos, memories, and favourite stories to share. 


From Christine: 


Harold, my love, 

you left much too soon. 


I know you didn’t want to go, 

but you didn’t have a choice. 


I miss you every day. 


Harold’s family kindly requests that all of his friends and relatives take a few minutes to honour his memory by sharing photos, memories, and stories, using the comment section on this page.


ETHICAL DEATH CARE

Cremation & Life Celebrations

1833 Portage Avenue - Winnipeg

204-421-5501 - www.ethicaldeathcare.com

Memories, Stories and Condolences

 

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Elger Heath

August 20, 2025 at 2:49 PM

Do you see what I mean

Elger Heath

August 20, 2025 at 2:39 PM

Time marches on and we have lost another of our jamming heroes.

 

I just learned that Harold Wittingham has passed away. When I came to this town I can honestly say that I didn't know anybody here. By the time I joined the Westman Jams I'd been in Brandon for over 10 years and I only knew one musician and had never gotten to know most anybody else, except the folks I knew from work.

I'm kinda a recluse and don't mingle easily with folks that I'm not familiar with. It's difficult to get to know people if you don't mingle and I had learned, as a youth, that folks don't like guys who may be a little over weight and have a weird name. That's when Judy Foster suggested that I ought to check out the Westman Jams. she said it was filled with people who played and sang music, just like me.

 

While at the jams, I made friends with a lot of musical folk and one of them was Harold Wittingham. I suppose that I didn't know his real name for quite a while because everybody there just called him J.R. Jammer. What made Harold stand out was his slapstick sense of humor. He'd come to jams wearing all kinds of hilarious costumes. I still chuckle when I think back to those outfits. Where'd he get all of those ideas? In this way he always stood out from the crowd.

 

I know that some folks will feel extremely sorrowful to hear of his passing, but I don't think that is what he'd want to be remembered by. He was constantly going to a lot effort to make folks smile and laugh and, when we remember him, that is what ought to come to us, a smile. In many ways he reminds me of my Uncle Nick. A wonderful musician, poet and song writer but, most of all, someone who strove to make folks smile. I try to broadcast a little of that in my own character. It may be the most helpful thing that I can offer to my friends.

 

To Harold Wittingham. May you be smiling, up there in heaven, while we do our best to carry on your legacy, down here below.

Stacey Terry

August 11, 2025 at 11:03 PM

I am so very sorry to learn of Harold's passing (or "JR" as he was sometimes known in the Westman Jams circles). Harold was there when I first started coming to the jams and always made me feel welcome and at ease. At that time, he tended to simply enjoy playing in the background, but he was always front and center in helping to make those jams happen. I went looking and found an old edition of the Westman Jams newsletter where he was "musician of the month" and thought I would share.

 

And I don't blame him one little bit for not sharing butter tarts. Smart man! I hope there's a butter tart buffet on the side for him.

 

Sending care and wishes of ease to his family, Lil Bootsie, and all his friends and loved ones.

 

May the circle be unbroken...

Amy McAlpine

August 11, 2025 at 10:09 PM

Westman Jammers from all over southwestern Manitoba would like to send our sincere condolences

Val and Rick Ferguson

August 8, 2025 at 9:57 PM

So sorry to learn of Harold's passing. Our sincere condolences to Christine, Wayne, Judy and family, Vicky,Ron and family. Harold was a life long friend. He would stop for a "spot of tea" and a visit at our apartment when we first got married and lived in town. He always had the best smile and distinctive laugh wherever we ran into him usually at Fraser's or some other auction sale. Knew everything about equipment and would always offer advice. Life doesn't seem fair somedays. Harold was truly one of a kind and a good person. Gone too soon for sure. Rest in peace my friend.

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