 In 1998, he accepted a position as headmaster of Faith Heritage, a private and non-denominational Christian school in Syracuse, New York.In 2007, he became headmaster of Plumstead Christian School in Plumsteadville, Pennsylvania where, as of July 2010 he serves as Chancellor.As of September 2011 Whiteway serves as Headmaster of Concord Christian Academy in Concord, New Hampshire.