He was traded along with Bobby Bonds and Richard Dotson to the White Sox for Brian Downing, Chris Knapp and Dave Frost on December 5, 1977.

[1] He remained with the White Sox organization for three years and later played for the Milwaukee Brewers, Seattle Mariners, and Chicago Cubs, distinguishing himself as one of the best pinch hitters in the majors.

Bosley played fourteen major-league seasons, appearing in 784 games with 1,581 at-bats, a .272 batting average and 20 home runs.

After one season at Southwestern, Bosley accepted the hitting coach vacancy for the most recent American League champion, the Texas Rangers on November 23, 2010.

Bosley was briefly a member of a funk group called Ballplayers which featured former Major League Baseball journeyman Lenny Randle.