High School: Gregory was the Herald Tribune Player of the Year at Southeast High School where he averaged 19.9 points and 3.2 assists per game as a senior.  He was also named the FACA 16 Player of the Year and a 2nd Team All-State selection.  

Personal: Born July 13, 2004, he is the son of Lavonna and Carl Gregory.  He has six brothers (A'Zane, Quavonte, De'quan, Zahrell, Jared, and Chauncey) and two sisters (Shakonda and Frankie).