 In 1994 Pitcheralle began working as the City Administrator for Mechanicville until 1997.From 1997 until 2006 Pitcheralle served as Deputy Treasurer for Saratoga County.He was appointed as Acting Treasurer in 2006 by Governor George Pataki to fill out the remaining months of the term of Christopher Callaghan, who had retired to pursue a bid for New York State Comptroller.