Stout was born in London, Ontario, Canada, on April 23, 1984. Stout has an older sister, Emilie, who would become the wife of late Shawn Tompkins. Albeit Stout followed his father's footsteps and begun karate at a young age, he didn't continue it – or any other sport – very seriously. It wasn't until Tompkins enticed Stout to start kickboxing around 2000. Before transitioning to mixed martial arts, Stout competed in professional kickboxing, holding a record of 16–4 with a win over Kotetsu Boku in K-1 Max.
Stout made his UFC debut at UFC 58: USA vs. Canada, on March 4, 2006. Although Stout was originally scheduled to face Kenny Florian, Florian withdraw from the bout due to a back injury. On short notice, Spencer Fisher – of the prestigious Miletich Fighting Systems camp – agreed to substitute for the injured Florian. Stout and Fisher fought for three action packed rounds at with Stout winning a split decision. Although the bout was not aired on the pay-per-view broadcast, the fight has subsequently been shown on episodes of UFC Unleashed. The fight was voted #16 on the UFC's 100 greatest fights show.
Stout succumbed to a rear naked choke submission at the hands of Kenny Florian during The Ultimate Fighter 3 finale on June 24, 2006. Following his loss to Kenny Florian, Stout defeated Jay Estrada by armbar, avenging his first career loss. In February 2007, Stout defeated Brazilian submission grappler Fabio Holanda to defend his TKO World Lightweight Championship.

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