On June 7, Crosby gained his first major league win after giving up three runs in 51⁄3 innings, as the Tigers defeated the Cleveland Indians 7–5.

[4] On August 11, 2014, Crosby was released by the Tigers to make room for Kevin Whelan on their 40-man roster following a 19 inning game against the Toronto Blue Jays.

After not playing in affiliated baseball for three seasons, on October 13, 2017, Crosby signed a minor league contract with the Minnesota Twins.

He split the season between the rookie–level Gulf Coast League Twins, Double–A Chattanooga Lookouts, and Triple–A Rochester Red Wings.

On December 5, 2019, Crosby signed a minor league contract with the Los Angeles Dodgers after his video surfaced on Rob Friedman's FlatGroundApp Twitter account.