Kendra Santos

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Riley Webb is a roping gunslinger whose rodeo resume includes his current reign as the 2020 National High School Rodeo Association tie-down roping titlist. Webb’s been busy climbing the rodeo ranks from an early age. And later this month—when Riley rides into the World Champions Rodeo Alliance’s July 20-24 Days of ’47 Cowboy Games & Rodeo in Salt Lake City—he’ll take a swing at becoming the youngest cowboy millionaire on rodeo record.

Ten-time Wrangler National Finals Rodeo team roper Charly Crawford declared last December’s 2020 NFR his “Last Dance.” He’d burned up the rodeo road long enough, and with the impending expansion of his family felt it was time to shift gears and priorities, which translated into team roping semiretirement. Crawford’s life has been a rodeo-slanted “Dancing With the Stars” sequel, starting with his cowgirl rock-star wife, Jackie, who just delivered a beautiful baby girl they named Journey in March.