Sale attended Bishop Blanchet High School in Seattle, Washington. During his senior year Sale batted .520 with 5 home runs, 6 doubles, and drove in 20 runs. Sale led Washington state with 13 home runs as a junior. The Tampa Bay Rays selected Sale in the first round, with the 17th overall selection, of the 2010 Major League Baseball Draft. Sale was one of three Seattle area players selected by the Rays in the first three rounds of the draft, the others being Drew Vettleson and Ryan Brett.
In August 2012, Sale was suspended for fifty games for the use of banned stimulants. On May 29, 2013, the Rays suspended Sale for conduct detrimental to the organization regarding an incident involving a post on Facebook regarding a visit to a strip club. He was suspended yet again in August 2014 for a second drug violation.
On February 27, 2015, Sale was released by the Rays.