Born in Fairfield, Connecticut, James Whiteside began his training at age nine at the D’Valda & Sirico Dance and Music Centre, where guest faculty included Charles Kelley, Franco De Vita and Raymond Lukens. He continued his training at the Virginia School of the Arts for one year under the direction of Petrus Bosman and David Keener. In 2002, Whiteside joined Boston Ballet II, where he continued to train under the tutelage of its director Raymond Lukens, now director of ABT’s National Training Curriculum. Whiteside joined the corps de ballet of Boston Ballet in 2003 and became a second soloist in 2006. He was promoted to first soloist in 2008 and to principal dancer with Boston Ballet in 2009.
Whiteside joined American Ballet Theatre as a Soloist in September 2012 and was named a Principal Dancer in October 2013.