Factory Five MK4 Roadster + $20,000

Check Derek's Facebook feed and one car shows up over and over: the Shelby Cobra. The Edmonton dad grew up idolizing Carroll Shelby, but his first Cerberus purchase had nothing to do with winning one — he bought a buddy a sweater because it matched his pit bull and his orange motorcycle. A few muscle shirts later, he signed up for the top membership, figuring it was the best bang for his buck on future draws.

He was six hours into smoking ribs when the finalist email landed. Between the third-party verification, the affidavit, and the background check, he wasn't sure he'd won until he heard his own name on the live — then he poured a glass of Johnnie Walker Blue and called his dad, who spread the news through all of Drayton Valley by morning. At the shop, the cover came off a 1965 Shelby Cobra replica pushing around 800 horsepower — plus a $20,000 check. "That's insane. My goodness."

The win rippled further than the garage: after the live, an entrant who'd hoped to win — a veteran working through a hard season — reached out, and the two struck up a friendship. "Not only did I win a car," Derek said, "I won the chance of being in somebody else's life that I never knew."