Gregg began his jazz career in the '80's performing with the fine jazz group, GROUP SAX. The group included the group's first leader and drummer, Peter Ingram, and featured the fine trumpeter and composer Ray Codrington (in photo) and Rodney Marsh (see below for recent article in Our State Magazine). In the mid-eighties Gregg became leader and the jazz sextet traveled much from festivals to concerts and one of the last and best projects was a recording session with Sir Roland Hanna.
Gregg formed a new band in the late '80's because he wanted to play with the great Raleigh swing pianist Paul Montgomery, and also to arrange swing standards for a band of four horns. Paul, better known to thousands of North Carolinian's as famous TV personality Uncle Paul, was also one of the best swing pianists around, sounding no different that Earl 'Fatha Hines' and other great players like Mel Powell. But it was Paul's daughter and vocalist Kathy who soon became a feature of the band, (and soon after that also Gregg's wife!) The eight-piece Gregg Gelb Swing Band went on to achieve wide popularity and still continues to this day. Gregg has written 250 arrangements for the group that features Kathy, and long time members Rodney Marsh, Jim Ketch, John Hanks, John Simonetti, and newest members Grant Osborne and Jerald Shynett.
Gregg is a recipient of a Jazz Composers Award from the North Carolina Arts Council and four Regional Artist grants from the Fayetteville/Cumberland County Arts Council. In addition to leading his Jazz Quartet, 8-piece Swing Band, BIG BAND, Latin Jazz Band and other small groups, he is founder and director of the Heart of Carolina Jazz Orchestra and Jazz Society, and co-founder and player with the North Carolina Jazz Repertory Orchestra. He is director of the Triangle Youth Jazz Ensemble and he teaches Introduction to Jazz online for Central Carolina Community College.
He has been an Interim Assistant Professor of Jazz at UNC Greensboro, NC State, and Francis Marion University, an Adjunct Professor at Fayetteville State and UNC Chapel Hill, band teacher in the Wake County Public Schools, and a Visiting Artist in the North Carolina Community Colleges.
He has a Bachelor of Music Education degree from Berklee College of Music, a Master of Music degree from the North Carolina School of the Arts, and a DMA from the University of North Carolina at Greensboro.