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Born: Feb 21, 1933

Date of Passing: Apr 30, 2022

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February 21, 1933 - April 30, 2022

It is with heavy hearts that we announce the peaceful passing of our beloved father, grandfather, great-grandfather, uncle, brother, brother-in-law and friend on April 30, 2022, at the age of 89, in Winnipeg, MB.
Left to mourn his passing are his wife of 63 years Darline Wolfreys; children, Debbie (Rick), Wendy (Jim); grandchildren, Kristyn, Kyle (Kendra), Brittany (Luke), Courtney (Cam); great-grandchildren, Nicholas, Nathan; sisters and brothers-in-law, Daryle (Edmond) Dawson, Kay, Elaine, Leonard (Doreen), Ellis (Mary Lou); and numerous nieces and nephews.
Howard was predeceased by his Father Bert and Mother Mabel; brothers and sisters-in-law, Don (Ethel), Ernie (Betty), Art, Lloyd and Henry.
Howard was born in Richmond Hill, Ontario. His most fond memories are those from his childhood on Amherst Island near Kingston, Ontario. He left this special place only to come out West when he was an Air Force pilot in the RCAF during the 1950s. During a brief hospital stay, he met the love of his life Darline, who was his lab technologist. The two were a match made in heaven. He left the Air Force and eventually made his way to Stony Mountain Penitentiary where he worked for the remainder of his career. He went back after retirement to another job at Stony Mountain until he retired a second time at the age of 85!
He loved to spend time with his friends and family. Loved to travel with family, was an avid reader, loved to fly, and loved his ham radio (VE4WQ). He enjoyed Taekwondo and obtained his first Dan Degree black belt in 1989 and his second Dan Degree black belt in 2015. His happy place was quiet time near water.
A Come and Go Celebration of Life will be held May 28, 2022, anytime after 1:00 p.m., at Klassen Funeral Home, 1897 Henderson Hwy.
Thanks to Dr. Ratna, Dr. Stockle, and Health Sciences Centre staff GA4, Seven Oaks Unit 5, for their excellent care and compassion. Special thanks to the home care staff (Maryana) for taking such excellent care of Howard. He will be sadly missed but never forgotten. His final resting place will be on Amherst Island.
In lieu of flowers, donations may be made to the Heart and Stroke Foundation of Manitoba.

Heaven has gained an angel.

As published in Winnipeg Free Press on May 21, 2022

Condolences & Memories (7 entries)

  • Worked with Howard-while I worked at SMI.He was one of the nicest individuals I had the opportunity to work with. My condolences to Darlene and family. Steve Geiger retired Parole Officer - Posted by: Steve Geiger (Friend and co-worker) on: Jun 02, 2022

  • My condolences to the family. I worked with Howard at Stony Mountain Pen. He was always gentle, kind, smiling, and helpful. I 've heard stories about those fishing trips, and know he looked forward to them. I remember he used to talk about Amherst Island with such love in his voice. The world has been a much better place for having him in it. Fondly remembered and never to be forgotten !! - Posted by: Susan (Tremblay) Schmidt (friend, co-worker) on: Jun 02, 2022

  • Our heartfelt sympathy and condolences to all of Howard’s family. Having grown up with Wendy in EK, I spent a lot of my childhood/teenage years with the Wolfreys family. I have many, many wonderful memories of Howard over the years, and I can honestly say I have never ever met a nicer, kinder person. He was one of a kind, a real gem! I can still picture Howard with his pipe and his head kind of tilted, giving some sound advice. I can remember going to take my drivers license, and he told me to “drive like everyone else on the road is crazy”, and I still do to this day! Howard will truly be missed by his family and all who had the good fortune of knowing him. Darline, Wendy, Debbie and your entire family, I hope your wonderful memories of Howard’s love for all of you, help you as you grieve and adjust to your loss. Hugs to you all. With our deepest sympathy, Tracey, Darryl, Kyra, & Joelle - Posted by: Tracey DeSerranno (Family Friend) on: May 23, 2022

  • My condolences to the family on Howard's passing. He was a very special man to me. I worked with him from 1993 to his retirement from Stony. I enjoyed listening to his stories about his life. I remember when he used to stand in the upper dome during feed up with his arms crossed talking to the officers. But he would turn his radio down because it interrupted his conversation. We would have to go over to him and tell him that he was wanted on the radio. I always laughed over this. He was a special man. He was a man who treated everyone with the upmost respect. He was a fair man. I missed him a lot when he retired but I did get to see him when he was working at the shack and I would always make him a cup of coffee. Till we meet again Howard, - Posted by: Doris Dzuba (Friend Co-worker) on: May 22, 2022

  • Howard was a wonderful person and was liked by all. He will be missed by all. It was a pleasure to have him as a friend. - Posted by: Brad Stefanson (Friend) on: May 22, 2022

  • I met Howard in 1975 when I started as an LU1. We had many chats about the military, Howard Air Force and I Navy. I found a Howard to be a true gentleman, funny and most of all caring person. Howard was at first my mentor, then when I got promoted to CX6 we were teamed up together on squad 3&4. We also used to go to Lake of the Woods on fishing trips on the house boats. We drove him crazy because everyone on the boat made the boat like a garbage scow and Howard always tried to keep it tidy and clean. Then when Howard retired I was placed IC on construction and got him to work with me as a civilian worker. I’ll very much will miss my friend, co-worker and mentor. Heaven is getting a First Class angel. My heart goes to his family at this time, but Howard made such an impact on not just his family but anyone who was lucky enough to meet him. What a way to leave this world, to go to heaven with his achievements and love from everyone that knew him. Bravo Zulu Howard RIP Brother/Friend - Posted by: Frank Filbert (Friend co-worker) on: May 21, 2022

  • My condolences to the family. My time working with Howard started Jan 13 1975, he was always a fair man, never having a bad word. He was a great man, devoted to his job. I always remember is little laugh! I am sure there is another job that he has left us for! - Posted by: Raymond Kashuba (Co-worker) on: May 21, 2022

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