Wiley studied the saxophone in high school, was selected to be a member of the Grammy All-American Jazz Band two years in a row at 14 and 15 years old. He travelled to both New York and Los Angeles performing with the best young musicians in the country at various activities related to Grammy Week. The following year, he was selected to participate in the Thelonious Monk Institute of Jazz’s All-Star Band. This band of young lions studied andperformed with jazz greats including Wayne Shorter, Herbie Hancock, Gerald Albright, and many others. Wiley then received a scholarship to Berklee School of Music; where he would graduate with honors.