Lenny began teaching private students at age 17. While still an undergraduate at the Hartt College of Music, University of Hartford, he co-formulated the curriculum for the pilot Jazz Workshop program which he also taught. This curriculum evolved into a four-year degree program and is still in existence. As a graduate student he taught music theory, keyboard training, ear training and improvisation at the same institution. In the 1980’s he taught at the prestigious Dick Grove School of Music in Studio City, California.