Outman was a prospect in the Philadelphia Phillies organization, and was named the 12th-best prospect in the Phillies organization in.
Oakland Athletics
On July 17, 2008, Outman was traded, along with fellow prospects Adrian Cardenas and Matthew Spencer, to the Oakland Athletics for starting pitcherJoe Blanton. Outman was called up to the majors for the first time on September 2,, and pitched two scoreless innings that night against the Kansas City Royals, striking out two. Outman's performance in the 2009 season gave him the fan nickname "Out-Man", because of his ability to get the easy outs. Outman's brother, Zachary, was selected by the Toronto Blue Jays, in the 28th round of the 2009 Major League Baseball Draft, out of Saint Louis University. After a successful first half of the 2009 season starting 12 games for the Athletics. Outman was placed on the disabled list with an injury to his pitching elbow. Outman underwent Tommy John surgery, ending his season on June 30. Outman, recovering from surgery, missed the entire 2010 season. In 2011, Outman pitched 58.1 innings, with a 3–5 record, 35 strikeouts and 3.70 ERA.
Outman was traded to the Cleveland Indians on December 18, 2013 in exchange for outfielder Drew Stubbs. On January 14, 2014, Outman avoided arbitration after filing for arbitration earlier that morning. He was the first player to avoid arbitration in 2014. Cots Contracts reported that he had signed a 1 year/$1.25M contract. On June 18, 2014, the Indians designated Outman for assignment and was outrighted on June 25.
On November 11, 2017, he was traded to the Rieleros de Aguascalientes along with Andres Ivan Meza, Julio Felix, and Ramon Delgado. He was released prior to the 2018 season.
New Britain Bees (second stint)
On June 1, 2018, Outman signed with the New Britain Bees of the Atlantic League of Professional Baseball.
Pericos de Puebla (second stint)
On August 16, 2018, Outman's contract was purchased by the Pericos de Puebla of the Mexican League. He became a free agent following the season.
On May 15, 2019, Outman signed with the Piratas de Campeche of the Mexican League. He was released on July 16, 2019.
Pitching style
Outman throws five pitches, relying most heavily on a four-seam fastball at 93–96 mph. He also throws a two-seamer, a slider, a changeup, and a curveball. His changeup is not thrown to left-handed hitters, but is a common pitch against right-handers. He uses his slider a great deal against lefties, but typically uses it against righties only in 2-strike counts. Throughout his career, the slider has been his best swing-and-miss pitch, with a whiff rate of 46% through June 2012.