Congrats to Jim Anderson and his horse Marilyn Monroe on winning the 2016 Calgary Stampede's Cowboy Up Challenge! Marilyn Monroe is going out on top - this was her final career run! | Calgary Stampede Agriculture
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AMAZING horsemanship from the 2025 Calgary Stampede Cowboy Up Challenge Champion, Annie Chance! #LongLiveCowgirls | Wrangler Western
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Did you get to see the 2017 Cowboy Up Challenge during Stampede 2017? In addition to bragging rights, Annie Chance & Smarty Pants Marty took $10,000 home to Joplin, MO. | Calgary Stampede
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IMPRESSIVE horsemanship by this young Cowgirl! #WranglerWestern #LongLiveCowgirls | Wrangler Western
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Meet Cowboy Up fan-favourite's Melissa and her mule Jessica Rabbit! Featuring horse and rider duos maneuvering through a series of skill-testing obstacles, the Cowboy Up Challenge is an exciting and fast-paced test of skill, speed and horsemanship. Catch Melissa, Jessica Rabbit and the rest of the Cowboy Up Challenge competitors tonight at 7 p.m. in the Nutrien Western Event Centre! | Calgary Stampede
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