The first Legends Shootout at the 2026 Cinch National Finals of Team Roping proved its namesake, as Chase Wiley, of Pleasanton, Texas, and ProRodeo Hall of Famer Tee Woolman, of Stephenville, Texas, took the win in the Horse Power Boots #12.5 Legends Over 40 roping with a total time of 30.39 seconds on four steers — all the way from the fifth callback position.
Wiley and Woolman have been good friends for years, crossing paths in the same rodeo circles for more than two decades.
“I’ve known Tee since I was 15 or 16 years old, amateur rodeoing in South Texas, where I’m from. He was always one of those guys that if you had a question, you asked him, and I asked him a lot of questions,” said Wiley. “And you know, he always answered with the truth, he’s just such a legend.”
Despite the long history, the two had never entered together at an event — only roped in the practice pen.
“We’ve probably roped a handful of steers here and there, but this is the first time we entered at a roping,” Woolman said. “If you don’t win the first one, you can’t win them all!”
Wiley, who works in his family’s oil field business, was heading on his sister’s horse.
“I was riding a bay mare my sister owns. She’s a good horse, she came from Clint Summers about 10 years ago, we have had her for a while,” Wiley said.
Woolman, meanwhile, had just bought his horse the week prior — making this its first big event.
“I bought him and I tied on. I just started tying on, so I wanted a bigger horse, and he’s a little bigger than what I’ve had,” Woolman said. “So it worked out pretty good.”
Woolman, a three-time PRCA Team Roping World Champion, is still catching feet and cashing checks years after retiring from ProRodeo. When he’s not roping, he and his wife, Jacque, manage the 377 Arena in Stephenville, Texas.
“It’s a good facility, easy to run. Our go-to is team roping and barrel racing, we are set up for that, and that’s what we do,” Woolman said.
Wiley and Woolman capped the run with a $24,100 payday, along with Resistol hats and Horse Power Boots.
