The 2019 Baseball season will be Bailey's first coaching appointment after a successful playing career at both the collegiate and professional level. Bailey's focus will be assisting the pitchers on the mound, as well as recruiting.

Bailey was a standout pitcher at Missouri Western State University in St. Joseph, Missouri where he is still the All-Time saves leader for the Griffons. While at Missouri Western State, he was twice selected to the All-Mid-America Intercollegiate Athletics Association Team. He also led the Griffons to two NCAA Regional appearances.

Hailing from Savannah, Missouri, Bailey graduated from Savannah High School in 2013. He went on to play at Kansas City Kansas Community College, where he started two years as a pitcher prior to playing for the Griffons. He also played a year of Professional baseball with the Roswell Invaders in Roswell, New Mexico.