For more than 40 years Lenny was widely known and recognized as one of the premier jazz pianists on the Eastern Shore and Delmarva Penninsula. He founded the Shore Jazz ensemble and was also leader of the Len Gray Orchestra, an 18-piece big band, originally founded by his late father, Leonard Sr. Both the jazz ensemble and big band have performed over the years at numerous venues throughout the Eastern Shore and the Mid-Atlantic region.
Lenny made the promotion and preservation of traditional jazz music a lifelong pursuit. After having studied piano and composition at the Peabody and Juilliard Conservatories during the late 1950s, he went on to work with some of the finest jazz singers and musicians including: Lou Rawls, Johnny Hartman, Della Reese, Zoot Simms, Morgana King, Al Cohn, Maynard Ferguson, Bob Brookmeyer, Chris Connor, Chet Baker, Clark Terry, Barney Kessel and J.J. Johnson. He worked in New York City, Chicago, Los Angeles, Las Vegas and Washington, D.C. before making his home in Berlin in 1964 with his late wife, Gina. Gina was a talented vocalist and performer in her own right, credited with being one of the original organizers of the Springfest and Sunfest musical events held annually in Ocean City, Maryland. Gina Grazier died in July 2000.