Kaitwan Jackson is a native of Washington, DC, where he began dancing at the Dance Institute of Washington under the direction of the late Fabian Barnes. He has trained with Dance Theatre of Harlem, Hubbard Street Dance Chicago, Bodytraffic, and University of Arizona. His professional experience includes work with Lula Washington Dance Theatre, Pasadena Dance Theatre, No)one. Art House, Inspire Danz Co, and Company E. He has performed works by Lula Washington, Tamica Washington-Miller, Nacho Duato, Robert Garland, Penny Saunders, Matthew Neenan, Rennie Harris, Dimitri Chamblas, and Chris Emile.

He holds a B.S. in Public Policy with a concentration in Philanthropy, Nonprofits, and Social Innovation from the University of Southern California.