GARY DOUGLAS SIMPSON

It is with great sadness we announce the passing of Gary Douglas Simpson on October 29th, 2026 at the age of 68. He is survived by his wife of 40 years, Adrienne, daughter Becky (Kory), sons Gary and Sean (Kaileen) his sister Cathy, grandchildren: Myla, Rowan, Harlyn, Kallie and numerous nieces, nephews and cousins.

He was predeceased by his mother and father Doug and Marie Simpson, sister Debbie and brother Blair, and brothers-in-law Garry McLean and Russ Krawetz.

He was born in Winnipeg, Manitoba and was raised in the Transcona area of Winnipeg. He graduated from Transcona Collegiate and attended the University of Manitoba where he majored in History and minored in Political Science. From there he joined the Winnipeg Police Department in 1981 where he worked as a dedicated police officer for the City of Winnipeg for over 28 years before retiring at the rank of Staff Sargent in 2009.

Everyone that knew Gary would undoubtedly say that he was the #1 Montreal Canadiens fan. His work office as well as most things around the house all displaying his favourite hockey team. He also loved playing hockey and sponge hockey with the police service, Metro Men’s broomball, and baseball.

Throughout his career, he dedicated 12 years to coaching both of his sons in baseball through the Gateway Community Club. His passion for sports continued as he proudly watched his sons take to the curling rink, where they competed for 6 years. In later years, he cherished the opportunity to support his grandchildren in their own activities, always making time to cheer them on at soccer and hockey games and proudly attended dance recitals.

Gary loved camping in all stages of his life. He loved Blue Lake, Rushing River, St Malo, Birds Hill, and eventually had a seasonal spot at Poplar Bay, and a cottage in Auglen Park. He loved his time at the lake, sitting around a bonfire, visiting and having drinks with neighbours. He loved the serenity and quietness of being in nature. He also enjoyed spending summer days in the family pool.

Gary had a love for entertaining and bringing family and friends together. Christmas held a special place in his heart and for approximately 15 years, he and Adrienne welcomed family and friends into their home for their traditional Christmas Eve come-and-go gathering, creating many cherished memories and holiday traditions.

Gary loved his dogs. He enjoyed taking them for a picture with Santa every year. He will be dearly missed by his dogs Sammy, and Maggie.

After his retirement, he took on numerous part-time roles up until 2026. He worked security, bylaw enforcement, volunteer fire fighting at the family cottage, private investigations, and at the Lac du Bonnet boutique (aka the dump).

Gary was always the life of the party and had no problem fitting into the room. He loved singing karaoke, telling the same stories over and over, each time slightly a bit different than the next. He brought laughter to all those around him and was known for his pranks at work. He had no hesitation in reciting history to the exact date of the event, had no problem speaking his mind most times without a filter.

Gary was diagnosed with an aggressive cancer for a third time in February 2026. He fought a hard battle until the day of his passing. We would like to thank the Cancer Care team at HSC for their support and care. The GH5 staff that cared for him when he was first admitted. We would also like to thank all the doctors and staff on GH7 High-Obs. for the exceptional care he received. We would like to also thank the nursing and health care aids on GA4 for their amazing care until his passing.

Cremation has taken place. A private gathering of family and close friends will be held at a later date.

You will be missed, 

but not forgotten. 

We love you to the 

moon and back.

In Lieu of flower, donations can be made to Cancer Care MB or any animal shelter rescue groups or animal services.

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ETHICAL DEATH CARE

Cremation & Life Celebrations

1833 Portage Avenue - Winnipeg

204-421-5501 - www.ethicaldeathcare.com

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