Annie (lead role) 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. (female, age 10-13 playing 11, mezzo-soprano, moderate to strong dancer)

Oliver Warbucks (lead role) is a powerful, self-assured billionaire who always has his mind on business. While sometimes 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. (male, age 30s-50s, baritone, light to moderate dancer)

Miss Hannigan (lead role) is the 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! (female, age 30s-50s, alto, light to moderate dancer)

Grace Ferrell (supporting role) 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. (female, age 20s-30s, soprano, moderate dancer)

Rooster Hannigan (supporting role) is 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. (male, age 20s-40s, baritone, moderate dancer)

Lily St. Regis (supporting role) 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. (female, age 20s-30s, soprano, moderate to strong dancer)

Molly (supporting role) is the littlest orphan; sweet and naïve, but she can fib and play with the best of them. (female, 10-12 playing 6, mezzo-soprano, moderate dancer)

Pepper (supporting role) is the toughest orphan; not afraid to get up in your face, and stands up for the orphans against Miss Hannigan. (female, age 11-14 playing 12, mezzo-soprano, moderate dancer)

Duffy (supporting role) is the oldest orphan; a bit rough around the edges, but means well. (female, age 12-15 playing 13, mezzo soprano, moderate dancer)

Kate (supporting role) is the shyest orphan, and next to youngest; she rarely speaks, but has a mischievous side when the kids play tricks on Hannigan. (female, age 10-12 playing 7, mezzo-soprano, moderate dancer)

Tessie (featured role) is the crybaby of the orphans; she has a bit of a whiny side but just wants everyone to get along. (female, age 10-12 playing 10, mezzo-soprano, moderate dancer)

July (featured role) is the quietest orphan; she takes on a motherly role with the younger orphans, and keeps everyone in line when she can. (female, age 12-15 playing 13, mezzo-soprano, moderate dancer)

Drake (featured role) is the head butler of the Warbucks Mansion, and a good friend to Grace. Responsible, if somewhat clumsy. (male, 20s-30s, baritone, moderate dancer)

Cecille and Annette (featured roles) are two maids in service at the Warbucks Mansion. They have a penchant for gossip, but are faithful to their line of work. (female, 20s-30s, no solo singing, moderate to strong dancers)

Mrs. Greer and Mrs. Pugh (featured roles) are the two head housekeepers in service at the Warbucks Mansion. They help to run the household alongside Drake with iron rule. (female, 40s-60s, no solo singing, light to moderate dancers)

Bundles (cameo role) is a laundryman, who wants nothing to do with Miss Hannigan. Much like her, he detests working with children. (male, 30s-50s, no solo singing, no featured dance)

Lit. Ward (featured role) is a policeman who is sent after to find Annie when she escapes from the orphanage. They have no patience for the rabble in the “Hooverville” shanties. (all genders, 30s to 50s, no solo singing, no featured dance)

Policeman (featured role) is Lit. Ward’s partner, working the local NYC beat. (all genders, 20s to 40s, no solo singing, no featured dance)

The Dog Catcher and their assistant (cameo roles) are the main heat for New York City’s canine population. A bit power hungry, they strive to do their job as well as they can. (all genders, 20s to 40s, no solo singing, no featured dance)

Usherette (cameo role) is the peachy-keen stewardess of The Roxy cinema. (female, late teens-20s, no solo singing, moderate dancer)

Star-to-Be (cameo role) is the next dame of the Great White Way. She’s got it all—looks, talent, and pizazz! (female, 20s-30s, mezzo-soprano, moderate to strong dancer)

Bert Healy (featured role) is your ol’ pal from the air waves! He’s the smarmy host of the beloved Oxydent Hour of Smiles, and loves to charm a crowd. (male, 30s-40s, tenor, moderate dancer)

Boylan Sisters (featured roles) are the enchanting backing group at the Oxydent Hour of Smiles, each of them anxiously awaiting their big break! (female, late teens-30s, soprano, moderate dancers)

Jimmy Johnson (cameo role) is one of the latest guests on the Oxydent Hour of Smiles. He’s known as “Radio’s Only Masked Announcer!” (male, 20s-30s, no solo singing, no featured dance)

Fred McCracken (cameo role) is one of the latest guests on the Oxydent Hour of Smiles. He and his dummy sidekick—Wacky—take the air waves by storm every week! (male, 20s-40s, no solo singing, no featured dance, but ventriloquy and/or puppetry preferred)

Franklin D. Roosevelt (featured role) is the President of the United States, and personally aids Annie in the search for her parents. Upon meeting Annie, he is inspired to form a new deal of sorts to restore the American economy. (male, 40s-60s playing 51, baritone, no featured dance, an actor who uses a wheelchair or is comfortable in a wheelchair on stage preferred)

Hull, Perkins, Howe, Ickles, and Morgenthau (cameo roles) are members of Roosevelt’s presidential cabinet. Brash and domineering, they are initially slightly off-kilter when a young orphan starts calling the shots. (all genders, 30s-50s, mezzo-baritone, light dancers)

Justice Louis Brandeis (cameo role) is an Associate Justice of the U.S. Supreme Court, and is called upon personally by Roosevelt and Warbucks to assist in Annie’s adoption. (male, 50s-60s, no solo singing, no featured dance)

Apple Seller (cameo role) is a down-on-their-luck, happy-go-lucky merchant just trying to get through the day. (any gender, 20s-40s, no solo singing, moderate dancer)

Eddie and Sophie (cameo roles) are residents of the Hooverville shanty that Annie runs off to. Despite their kindness, they are embittered by the way their lives have gone. (male and female, 20s-40s, baritone and alto, light to moderate dancers)

The Youth Ensemble will primarily play ensemble orphans, but a few will be middle- to upper-class children, shown off in N.Y.C. as Annie sees families and people of all kinds. (all genders, 10 and up, all voice types, all dance skill levels)

The Adult Ensemble will play various roles, namely citizens of the “Hooverville” shanty, as well as staff members in the Warbucks Mansion. (all genders, 20s+, all voice types, all dance skill levels)