JASON RICHARD CONWAY

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JASON RICHARD CONWAY

Jason Richard Conway, aged 39, of Gunton, Manitoba, passed away on Friday, October 24, 2025.

Jason began his life on July 16, 1986, in Brandon, Manitoba, where his parents, Rick and Cindy, were stationed with the Royal Canadian Mounted Police, along with his sister Kim. In 1992, Rick and Jason moved to Winnipeg, while Cindy and Kim were posted to Teulon to continue their policing careers.

It was in Winnipeg that Jason’s many passions began to take shape - starting at age five with all things Ghostbusters and growing into a deep love of NBA basketball by age ten. He spent countless summer evenings shooting hoops on the driveway until dark, dreaming of becoming the next Michael Jordan. His trademark Air Jordans, basketball shorts, and Chicago Bulls tank top were his uniform of choice, and his Space Jam DVD was played until it nearly wore out.

Fate stepped in when Jason moved to his moms to attend middle school. There, he met Carli - the girl with the infectious smile and laugh - who quickly fell for the new guy with the gift of gab. Jason fit right in with Carli’s family, who welcomed him with open arms. That was the beginning of their 22-year love story, and this summer they celebrated their 15th wedding anniversary.

Jason began university but soon changed direction when he received the call to attend Depot in Regina at just 19 years old. Graduating as a Constable in 2006, he proudly followed in the footsteps of his father Rick, mother Cindy, and Uncle Ed by serving in the RCMP. He spent four years posted in McCreary, Ste. Rose du Lac and Oakbank/Beausejour detachments before moving to the Major Crime Division, where he served for 15 years and earned the rank of Corporal. Jason’s tireless dedication to justice led to numerous convictions and earned him the respect and admiration of his peers and Crown Attorneys alike.

Of all his achievements, none meant more to Jason than being a father to his son, Carson. The two shared an unbreakable bond, spending their time together playing sports, listening to music, and exploring the outdoors camping and fishing. Making memories with Carson and Carli was Jason’s greatest joy.

Jason is survived by the loves of his life - his wife Carli and son Carson; his mother Cindy Morris; his father Rick Conway (Norma); his sister Kim Skinner (Rod) and his nephew Lachlan and niece Lilly; Carli’s parents Randy and Sherry Osbak; brother-in-law Randal Osbak; sister-in-law Meghan Osbak and his nephew Bennett; sister-in-law Mallory Osbak, as well as numerous aunts, uncles, cousins, coworkers, and countless friends. He was predeceased by his grandparents, Reg and Vivian Morris, and Margaret (Mag) Conway.

A memorial service will be held at the Teulon Rockwood Centennial Centre, 14 Main Street, Teulon, Manitoba on Tuesday, November 4, 2025, at 11:00 a.m.

Jason was a big man with an even bigger heart. He laughed loud and often, loved deeply, danced hard, sang with passion, and always saw the good in others. He made every room brighter, every joke funnier, and every moment more memorable. Our lives were richer for having known and loved him.

Though his voice has fallen silent,

His laughter still echoes in our hearts.

Love does not end;

it only changes form.

As published in Winnipeg Free Press on Nov 01, 2025