After starting his career in New York City, he began a long association with the Stratford Shakespeare Festival in the 1985 production of The Glass Menagerie.
He would later perform in a wide variety of roles at Stratford, such as Cliff in Cabaret, the title role in Macbeth, Sky Masterson in Guys and Dolls, Shylock in Merchant of Venice and Tevye in Fiddler on the Roof.
He returned to New York in 1989 to appear in Welcome to the Club, and received a Tony nomination (Best Performance by a Featured Actor in a Musical).
[1] Wentworth has co-written musicals with his wife Marion Adler and composer, Craig Bohmler.
Their first collaboration, Gunmetal Blues, has been performed at the George Street Playhouse in New Brunswick, New Jersey, and the Colony Theatre in Burbank, California.