He graduated from Borah High School in 2005, where he led the Lions to the 5A state title in his senior season, their first since 1981.

Fife was also a member of the American Legion Boise Senators, winners of the state title (AA) in 2004.

He attended Everett Community College north of Seattle and transferred to the University of Utah in Salt Lake City, where he was a Mountain West Conference All-Star for the Utes.

Following his junior season, Fife was selected by the Boston Red Sox in the 3rd round of the 2008 Major League Baseball draft.

Fife was called up to the majors for the first time on July 17, 2012 to make a spot start against the Philadelphia Phillies in place of the injured Chad Billingsley.

He made two more starts with the Dodgers on July 27 and August 1 before returning to the minors after the team acquired Joe Blanton.

Fife picked up his first career win on June 3, 2013, in a spot start against the San Diego Padres.

Fife signed with the Saitama Seibu Lions of Nippon Professional Baseball soon after his release from the Marlins.