Gregory is in his second year of undergraduate study at The Juilliard School. He is the music intern at Hitchcock Presbyterian Church in Scarsdale, New York, under the direction of John T. King. He was selected as a 2010 NFAA Young Arts Silver Medal Winner and won first prize, as well as the Bach Prize, at the East Carolina University Organ Competition. Gregory performed the Poulenc Organ Concerto with the Miami Symphony Orchestra in April 2011. Gregory was also a finalist in the Albert Schweitzer National Organ Competition.