One of chuckwagon racing’s toughest competitors, Obrey was the 2021 World Champion Chuckwagon Driver. 2022 saw Obrey make a good effort in defense of his world title, winning the aggregate at the Ponoka Stampede and qualifying for three championship finals at the Ponoka Stampede, the Battle of the North and the Century Downs Racetrack and Casino “WINNER’S ZONE” Championship. He posted 32 top ten runs, including three day money runs and fourteen runs that also placed inside the top five. He had a horse named to the Calgary Stampede Equine Athlete of Excellence, and placed inside the top ten overall at seven show championships over the 2022 chuckwagon season.
Obrey qualified for the championship final at the GMC Rangeland Derby in 2017 and just missed out on the championship. He won the Calgary Stampede’s Orville Strandquist Award for Top Rookie Driver in 2009 and has qualified for the Rangeland Derby’s “Semi Final Saturday” three times.
Obrey received the WPCA’s Most Improved Driver Award in 2009, and has had three horses named to the WPCA’s Equine Outfit of Excellence. Obrey started his career with a brief run in the Western Chuckwagon Association (WCA) driving a partial year in 2004 where he won the Teepee Creek Stampede. The following year he competed on the Canadian Professional Chuckwagon Association (CPCA) circuit and was the CPCA’s High Point Rookie Driver in 2005. Prior to driving the big wagons, Obrey drove Pony Chuckwagons and was a 3-time World and 3-time North American Pony Chuckwagon.
A farmer and rancher in the off-season, Obrey and his wife Angie have 2 children – outriders Ethan and Hayden – and make their home in Hoadley, Alberta.