Sky Masterson – A charming and self-assured gambler. Sky is able to adapt to any situation but ready to reel off prepared anecdotes regarding his view of the world. Despite his failings, Sky is immensely likable and oozes style. His character goes through a considerable transformation during the show. A strong baritone singer.
Nathan Detroit – A lovable and humorous manipulator, Nathan is the facilitator of illegal gambling in town. He maintains a distance by acting only as a broker, seldom a gambler. A consummate businessman with divided loyalties; he pacifies his fiancé Adelaide with vague promises of a marriage ‘some time’ in the future. He is always waiting for his big break which never seems to come. Comic timing is a must. Baritone.
Nicely-Nicely Johnson – An eccentric gambler and one of Nathan’s closest associates who helps him set up the crap games. Comic timing and is a must. Strong tenor singer.
Benny Southstreet – He is a gambler and one of Nathan’s primary associates. Comic timing is a must. Strong Baritone singer.
Rusty Charlie -- He is a gambler and one of Nathan’s primary associates.
Big Jule -- An intimidating hustler from Chicago, Big Jule is temperamental and a sore loser.
Harry the Horse He is a gambler with a complaining streak and is one of Nathan’s primary associates.
Lt. Brannigan – He is a tough, by-the-book policeman engaged in what he perceives to be a battle of wits with Nathan to stop the craps game. Comic timing and acting ability are essential.
Gamblers – A variety of men. Big Jule is an intimidating hustler from Chicago, temperamental and a sore loser. Harry the Horse, Angie the Ox, and others. Lots of ensemble singing, dancing, and movement.
Arvide/Annabelle Abernathy – He/She is the older, wiser leader of the Salvation Army in Times Square. He/She is a reasoned man/woman with a warm heart that harbors only the kindest intentions, even if he/she tends to be a little gullible. Family to Sarah Brown.
Sarah Brown – An idealistic but sheltered missionary, Sarah is kindhearted but too categorical in her view of the world. She learns she has an adventurous side and goes through character changes over the course of the show. Must feel comfortable with classic musical theatre singing as well as jazz. Very strong soprano voice needed.
Adelaide – A strongly comic and classic show girl. A club singer and Nathan’s long-suffering fiancée, Adelaide is not always the brightest. Weary of the disruption Nathan’s involvement in the craps game causes to their relationship, she longs for quiet family life away from New York. Comic timing and good dancing ability a must.
General Cartwright – The regional director of the Save-a-Soul mission, she is authoritative through necessity but motivated by charity. She cuts loose in the song “Sit Down You’re Rockin’ the Boat.”
Hot Box Dancers
Gamblers
Mission Band members
Nathan Detroit – A lovable and humorous manipulator, Nathan is the facilitator of illegal gambling in town. He maintains a distance by acting only as a broker, seldom a gambler. A consummate businessman with divided loyalties; he pacifies his fiancé Adelaide with vague promises of a marriage ‘some time’ in the future. He is always waiting for his big break which never seems to come. Comic timing is a must. Baritone.
Nicely-Nicely Johnson – An eccentric gambler and one of Nathan’s closest associates who helps him set up the crap games. Comic timing and is a must. Strong tenor singer.
Benny Southstreet – He is a gambler and one of Nathan’s primary associates. Comic timing is a must. Strong Baritone singer.
Rusty Charlie -- He is a gambler and one of Nathan’s primary associates.
Big Jule -- An intimidating hustler from Chicago, Big Jule is temperamental and a sore loser.
Harry the Horse He is a gambler with a complaining streak and is one of Nathan’s primary associates.
Lt. Brannigan – He is a tough, by-the-book policeman engaged in what he perceives to be a battle of wits with Nathan to stop the craps game. Comic timing and acting ability are essential.
Gamblers – A variety of men. Big Jule is an intimidating hustler from Chicago, temperamental and a sore loser. Harry the Horse, Angie the Ox, and others. Lots of ensemble singing, dancing, and movement.
Arvide/Annabelle Abernathy – He/She is the older, wiser leader of the Salvation Army in Times Square. He/She is a reasoned man/woman with a warm heart that harbors only the kindest intentions, even if he/she tends to be a little gullible. Family to Sarah Brown.
Sarah Brown – An idealistic but sheltered missionary, Sarah is kindhearted but too categorical in her view of the world. She learns she has an adventurous side and goes through character changes over the course of the show. Must feel comfortable with classic musical theatre singing as well as jazz. Very strong soprano voice needed.
Adelaide – A strongly comic and classic show girl. A club singer and Nathan’s long-suffering fiancée, Adelaide is not always the brightest. Weary of the disruption Nathan’s involvement in the craps game causes to their relationship, she longs for quiet family life away from New York. Comic timing and good dancing ability a must.
General Cartwright – The regional director of the Save-a-Soul mission, she is authoritative through necessity but motivated by charity. She cuts loose in the song “Sit Down You’re Rockin’ the Boat.”
Hot Box Dancers
Gamblers
Mission Band members