A chuckwagon driver with many accolades on his resume including a World Championship in 2021, Obrey just completed his twentieth season driving thoroughbred chuckwagons. The 2024 season saw Obrey post twenty-two top ten runs including two day money runs and thirteen runs that also placed inside the top five. Top ten overall finishes at the Ponoka Stampede, Battle of the Foothills, Strathmore Stampede and the Battle of the North were his best of the season, and he had a horse named to the Calgary Stampede Equine Athlete of Excellence.
Over his career, Obrey has collected eight show wins, with his most prestigious wins coming at the Ponoka Stampede in 2009 and the Grande Prairie Stompede in 2015 and 2017. Obrey qualified for the championship final heat at the COWBOYS Rangeland Derby in 2017 and narrowly missed out on the championship. He won the Calgary Stampede’s Orville Strandquist Award for Top Rookie Driver in 2009 and has had four horses named to the WPCA Equine Outfit of Excellence, three 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.