Bob Martin (Man in Chair), Sutton Foster (Janet van de Graaf), Beth Leavel (The Drowsy Chaperone), Troy Britton Johnson (Robert Martin), Noble Shropshire (Underling), Eddie Korbich (George), Jason Kravits (Gangster #1), Garth Kravits (Gangster #2), Georgia Engel (Mrs. Tottendale), Danny Burstein (Aldolpho), Kecia Lewis-Evans (Trix)