Riley started racing after an ad for the first Crazy Horse Hillclimb at Grand Targhee peaked his interest. Snowmobiling then became the main focus of his life. He changed his eating habits and spent more time training at the gym to stay in strong physical condition. Riley plans to continue racing as long as he can before settling down with a career staying in the industry. Surprisingly, he had never been to watch the Jackson Hole Hillclimbs until 2016 when he first competed there and Snow King shocked him. When not racing, Riley spends most of his time outdoor riding dirt bikes and mountain bikes and being at the lake.