Ryan spent all of the 2013 season with the high Single-A Lakeland Flying Tigers, where he was 12–7 with a 3.17 earned run average (ERA) and 1.19 WHIP in 142 innings.

Ryan was then promoted to the Triple-A Toledo Mud Hens, where he was 3–0 with a 1.64 ERA and .184 average against in five starts, allowing 21 hits and five walks in 33 innings.

[3] Ryan made his major league debut on August 30, 2014, in game two of a doubleheader against the Chicago White Sox.

[4][5] During his debut, Ryan pitched six shutout innings, allowing five hits, while walking two and recording one strikeout, in an 8–4 win.

On May 27, Ryan was called up on short notice to start for Alfredo Simón in a road game against the Oakland Athletics.

Although he didn't arrive in time to start, he appeared in relief and was credited with a win, allowing one run in three innings.

Ryan made the Tigers out of spring training in 2016, and pitched the entire season (56 games) in long and middle relief.