A veteran of nine major-league seasons, May was once considered a top-10 prospect in the Twins system, coming up through their minor-leagues as a starting pitcher. May made his big-league debut in 2014 and was lit up as a starter. While he made a handful of starts for Minnesota the next year he was mostly used out of the bullpen, where May would settle into a regular role. Tommy John surgery wiped out his 2017 season but he returned and provided the Twins with three more seasons of solid relief work before heading to the Mets for a couple years.