On July 13, Cairone was drafted 68th overall by the Milwaukee Brewers in the supplementary second round. The 6-foot-2 southpaw landed on the All-State Third Team after racking up 94 strikeouts in 44 innings, which was accompanied by a 0.48 earned run average. He graduated with 238 career punch-outs.

With their first of five picks on the opening night of the Major League Baseball draft, the Milwaukee Brewers went to a corner bat out of college, third baseman Andrew Fischer from the University of Tennessee. Fischer hit 25 home runs while batting .341 with a 1.257 OPS as a junior for Tennessee this season.