Drew is a graduate of Peddie School where he enjoyed a stellar career at short stop and 2nd base. In his senior season Drew was named 2012 NJ Star Ledger 1st Team All Prep, 2012 All MAPL league selection – Infield, 2012 Trenton Times All Prep Team selection and 2012 Trentonian All Prep Team selection.
During high school, Drew was recruited by Post University where he was a 4-year starter as a utility player. During his career at Post Drew was named to the CACC Weekly Honor Roll and CACC All-Academic Team.
During college summers, Drew played in the Atlantic Collegiate Baseball League for the Jersey Pilots. After his college career, Drew stayed involved with the sport through coaching and is the assistant coach for the Jersey Pilots and Assistant Coach Hightstown American Legion.