Throughout his career, Holland has been a pioneer in bringing Hip-Hop to college dance programs. He has been an adjunct faculty member at the Boyer College of Music and Dance at Temple University, Ursinus College, and Montgomery County Community College, all in the Philadelphia area. He became the first full-time Hip-Hop professor at Boston Conservatory at Berklee in 2016, and at the University of Wisconsin-Madison in 2019. While performing with RHPM, he also taught at MIT, Stanford University, University of Utah, and UCLA, as well as Jacob’s Pillow, Philadanco, Alvin Ailey Dance Theater