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Prior to playing professionally, Below attended Britton-Macon High School in Britton and then Lake Michigan College. He was drafted by the Tigers in the 19th round of the 2006 amateur draft and began his professional career that year. He is the first player from Britton to be on a major league roster.
Below pitched for two teams in 2006, the GCL Tigers (15 games) and the Oneonta Tigers (two games). Overall, he went 2–0 with a 2.09 ERA in 17 games (six starts). In 2007, he pitched for the West Michigan Whitecaps, going 13–5 with a 2.97 ERA in 26 starts, striking out 160 batters in 145⅔ innings. With the Lakeland Flying Tigers in 2008, he went 8–7 with a 4.46 ERA in 27 games (26 starts). He split 2009 between Lakeland (six games) and the Erie SeaWolves (two games), going 2–4 with a 2.70 ERA in eight starts overall. With Erie again in 2010, he went 7–12 with a 4.93 ERA in 28 starts.
Following the reassignment of Charlie Furbush from the Detroit Tigers to the Toledo Mud Hens, Below was called up to assume a starting pitcher vacancy. Below took the place on the active roster spot for Adam Wilk, while Casper Wells was reassigned to allow Furbush to return to the bullpen. Below made his major league debut against the Oakland Athletics on July 20, 2011 allowing one earned run in five innings. Below earned a no decision in the game.