Theatre Trivia Tweet: Company Original Star Playbill from Sondheim and Furth’s Company. Who was originally cast in the role of Bobby in the musical Company? SelectReveal Answer> Although Dean Jones played the role when it opened on Broadway in 1970, it was Anthony Perkins, he of Psycho fame, who was in the role originally. Perkins left the show when it was in Boston to direct a show. Post navigation previous postNext Post