Vail spent his fifth season with the Otters in 2021. In a limited 2021 season due to injury, Vail struck out 16 batters in four starts and 20.1 innings pitched. In 2019, he began in the bullpen before transitioning to the starting rotation. Vail went 5-5 with a 2.78 ERA and 84 strikeouts in 81 innings pitched and 18 appearances. In 2019, Vail became the Otters' franchise career leader in strikeouts at 331. Vail came back to the Otters in 2018 after playing previously for Evansville in 2015-2016. Vail went 15-8 with a 4.06 ERA in 35 appearances. He pitched in 206 innings while striking out 160 batters. In 2017, the Arizona Diamondbacks signed Vail before the start of the season and he split time between Hillsboro and Missoula, where he made 14 total starts. He was drafted by the Oakland Athletics in the 5th round of the 2010 MLB June Amateur Draft from Notre Dame High School in Easton, Pennsylvania.