Gregory graduated cum laude from Morgan State University with a major in marketing and minor in Music. As a Morganite, he was president of the Beta Gamma Sigma Business Honor Society, a member of American Marketing Association, and member of the famed Morgan State University Choir under Dr. Nathan Carter. While matriculating, he became a valued member of the marketing team at GospelCentric Records, working with Kirk Franklin, Edwin Hawkins, Kurt Carr, Dave Hollister, and a lot of artists. Gregory also has matriculated through Indiana Purdue University Indianapolis with a Masters in Music Technology. He has taught for 25 years as Assistant Choir director for multiple organizations. He is also a long time teacher and facilitator with Takelessons.com, Taylor Robinson Music, Musika, and GBM Educational Services, Capital City Public Charter School, Midtown Academy, Imagine Schools, and Friendship Charter Schools.