Gregory graduated cum laude from Morgan State University with a major in marketing and minor in Music. While at Morgan he was president of the business school chapter of Beta Gamma Sigma Business Honor Society, a member of American Marketing Association, and a short live member of the famed Morgan State University Choir. While studying, he became a valued member of the marketing team at GospelCentric Records and worked with Kirk Franklin, Edwin Hawkins, Kurt Carr, Dave Hollister, and a host of other artists. Gregory also has matriculated through Indiana Purdue University Indianapolis with a Masters in Music Technology.
Gregory has sung with the United States Air Force Singing Sergants. Played a principal in the King and I. Also a principal player in Bridadoon, and Bye Bye Birdie. He has sung for two sitting US Presidents, and Vice Presidents. He is an alumnus of the Maryland Boy Choir and Drexel University Gospel Choir.
He has been teaching for 20 plus years as Assistant Choir director at Integrity Church International in Landover, MD. He also long time teacher and facilitator with Takelessons.com, Taylor Robinson Music, Musika, and GBM Educational Services. He was also the Middle School Music Teacher (2016-2017) at Capital City Public Charter School, Washington DC.