Drew has been with Triple Play Umpires since 2014. He started his umpire career while he was in high school. He now works exclusively for TPU in the Lonestar Conference and has been a Crew Chief since 2018. Drew has been an instructor for TPU since 2016 and is the Director of Media for the organization. Drew has worked 5 conference tournaments, 3 regional tournaments, 1 super regional tournament and 2 national championships. He has three children and is married to his high school sweetheart, Malorie.