One of chuckwagon racing’s most sensational drivers and horsemen, Obrey was the 2021 World Champion Chuckwagon Driver. The 2023 season saw Obrey capture the Bonnyville Chuckwagon Championship, establish a new track record at the Calgary Stampede COWBOYS Rangeland Derby, and for the fourth time he had a horse named to the WPCA Equine Outfit Of Excellence. He posted 24 top ten runs including five day money runs and eight runs that also placed inside the top five.
Obrey qualified for the championship final heat at the COWBOYS 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 had two horses named to the Calgary Stampede Equine Athlete of Excellence, and has qualified for the Rangeland Derby’s “Semi Final Saturday” three times. He received the WPCA’s Most Improved Driver Award in 2009.
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 champion driver.
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.