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JAMES (JIM - STAMPEDE) STEVEN OLSON
Date of Passing: Feb 01, 2025
Send Flowers to the Family Offer Condolences or MemoryJAMES (JIM - STAMPEDE) STEVEN OLSON
It is with profound grief, sadness and heaviest of heart I must announce the passing of My Dear Sweet Jimmy!
Jim passed away February 1, 2025, at the age of 68, suddenly and very unexpectedly, while doing what he loved best, driving his big-rig.
Jim leaves to mourn and cherish his precious memories, his wife, the love of his life, Brenda-Lee Olson (nee Neufeld), his children, Wes Olson (son), Holly Marie Olson (daughter and Steve Demkey), Sally O’Callaghan (daughter), Mac James Robinson (grandson), Kelvyn Robinson (honorary son) as well as our fur babies, Katie and Mishka.
Funeral arrangements are in progress, to be announced.
As published in Winnipeg Free Press on Feb 08, 2025
Condolences & Memories (7 entries)
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Condolences to Brenda and family. He was a kind and caring person. A book of knowledge on the Olson family tree. Jim was always at our family functions and worked hard to keep us all united. Doing the job he loved gave him the opportunity to travel, make many friends and memories along the way. We will miss chatting with Jim and hearing the stories. Rest in peace Dear Jim. Very blessed to have had you in our world. Always in our hearts. Kelly and Randy Wishnoski - Posted by: Kelly and Randy Wishnoski (2nd cousin) on: Feb 23, 2025
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So sorry to hear about Jim. My condolences go out to the Olson families. I always liked Jim, he was a down to earth kind of guy. He will be missed. May you rest in peace Jim. - Posted by: Catherine Hansen (Friend) on: Feb 19, 2025
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Sending my love and condolences to Holly, Brenda and the rest of his family and friends. I have fond memories of Jim from my teenage years. He was always so kind and accepting of me along as Brenda in times that were very difficult (losing my Mom) My heart breaks for Holly...they shared such a bond. - Posted by: Krystal (Old friend of Holly) on: Feb 17, 2025
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Condolences to Brenda and family. I met Jim as a mutual dance member at the Silver Spike dance group. He always made sure to say hi to everyone and was a genuine nice person to everyone. Always enjoyed his trucking stories Will miss him. - Posted by: Keith (Friend) on: Feb 14, 2025
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Last time l talked with Jim was about 2 years ago and as always enjoyed our visit. As anyone who knew Jim he was one of the last real truckers and gentleman of the road, you will be missed my friend. I will catch you down the trail. - Posted by: Charlie Brown (Worked with Jimmy at Atomic) on: Feb 09, 2025
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My deepest condolences to you BRENDA & family, JIMMY was a good man, knew him a fair bit, had a lot of laughs and a lot of stories going along the highways, he will always be in my thoughts. TAKE CARE, PAT - Posted by: PAT[FROGGY,FROGMAN] LABOSSIERE (TRUCKING FRIEND LOISELLE TRANSP. ARNOLD BROS.) on: Feb 09, 2025
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Please accept my sincere condolences Brenda and family Jimmy was a story teller. He was happy to tell you about the places he had been. And more importantly the people he had met. He would remember your name even if he’d only met you once. He liked to take interest in what people had to say and he would listen. But when he started a story, hang on it’s going to be a good one. He loved his family and he was proud to have them displayed all over his rig, that is how I could tell it was him running down the highway. I would always watch for him and chat if only for a minute on the radio Highway isn’t going to be the same old friend. - Posted by: Antoine (Friend) on: Feb 08, 2025