Annie is a tough streetwise kid who is vulnerable when she thinks she might lose what has become most important to her: a newfound “family” who loves her. Throughout the show she shows independent, needy, maternal, and hopeful qualities. Although she is at times aggressive or crafty, there is no doubt that Annie is a friendly and caring child.
A powerful, self-assured billionaire who always has his mind on business. While sometime gruff and abrupt he has a kind heart. At first he is awkwardly affectionate toward Annie, but he soon finds himself completely charmed by her.
Miss Hannigan is orphanage matron. Her distaste for her job and the children is obvious in every move she makes and every line she delivers. She is predictable and funny, in her ridiculous, cruel ways. Looking for an actress who can act with her whole body!
She is the loyal private secretary to Oliver Warbucks. Grace is mature, calm, and classy.
She is businesslike when dealing with Miss Hannigan, yet maternal toward Annie.
Miss Hannigan's despicable brother. Rooster is flashy and self-assured. His “moves” are as smooth as a gambler’s: sly, and deceiving. The actor playing this role should bring a sense of fun to the character and have a good sense of comic timing.
LILY ST. REGIS
Lily is Rooster’s airhead girlfriend. She is always distracted, although she manages to pick up on any conversation involving money. Like Rooster, the actress playing this role should bring a sense of fun to the character and have a good sense of comic timing.
These girls are gritty, neglected, vulnerable, yet basically honest, and potentially lovable. They have mischievous fun with each other and also have “sibling-style” fights.
Molly—The littlest orphan.
Pepper—The toughest girl in the orphanage.
Duffy—The oldest girl in the orphanage.
Kate—The next to littlest orphan.
Tessie —The crybaby in the orphanage.
July—The quietest orphan.
Orphan Ensemble—more orphans to round out the group (They will sing and dance in all the orphan numbers)
Oliver Warbucks’ domestic staff. Their presence, posture, and speech is proper and refined. Their heads are always held high, with pleasant, yet guarded emotions.
Drake- The English butler.
Cecille- A French maid.
Annette- A French maid.
Mrs. Greer- The head housekeeper.
Mrs. Pugh- The chef.
Servant Ensemble- Servants in Oliver Warbucks’ mansion.
NEW YORK CITY CHORUS
This chorus consists of several scenes that take place throughout New York City.
Bundles McCloskey—The laundryman who serves the orphanage. He has an innocent, flirtatious relationship with Miss Hannigan.
Lt. Ward—A policeman who returns Annie to Miss Hannigan after she escapes from the orphanage.
Policeman—Lt. Ward’s police partner.
Dog Catcher—A person who captures stray dogs on the streets of New York.
Usherette—One line during NYC
Bert Healy—The ultimate radio personality. He helps Annie by broadcasting about the search for her birth parents.
Boylan Sisters (Connie, Ronnie, Bonnie)—Assistants to Bert Healy. They sing in harmony.
Star-To-Be—A young, aspiring Broadway actress. (Mezzo Belt) BIG Solo in "NYC".
Jimmy Johnson—A personality on the Bert Healy Show
Fred McCracken and Wacky—Personalities on the Bert Healy show.
Judge Brandise—Judge who Warbucks hires to hold the adoption of Annie.
Franklin D. Roosevelt—US President who helps discover who Annie’s real parents are.
Roosevelt's Cabinet Members—Ickes, Perkins (woman), Hull, Morgenthau, Howe
Hooverville Folks—Apple seller, Eddie, Sophie and several others referred to in the script as Man 1-4 and Woman 1-4. These are all homeless & jobless people who live in shanty towns.