Annie: A street-wise orphan; she is eventually taken in by Oliver Warbucks. Spunky, friendly, big-voiced.
- Gender: Female
- Age: 10 to 12
- Vocal range top: G5
- Vocal range bottom: A3
Warbucks: A successful businessman with a warm heart. Rich, stiff-collared, bullish.
- Gender: Male
- Age: 40 to 55
- Vocal range top: Gb5
- Vocal range bottom: B3
Grace Farrell: Faithful secretary to Mr. Oliver Warbucks. Poised, sweet, gentle.
- Gender: Female
- Age: 20 to 35
- Vocal range top: G5
- Vocal range bottom: Bb3
Orphans: The other girls in the orphanage with Annie. These girls are gritty, neglected and vulnerable, yet basically honest and potentially loveable. Includes Molly, Kate, Tessie, Pepper, July, and Duffy.
- Gender: Female
- Age: 6 to 13
Servants: The servants at the Warbucks mansion. Includes Drake, Mrs. Pugh, Mrs. Greer, Cecille, and Annette.
- Gender: Any
- Age: 20 to 50
Miss Hannigan: Has been cast
Rooster: Miss Hannigan’s no-good brother looking for a quick buck. A sleazy, slick con man.
- Gender: Male
- Age: 25 to 35
- Vocal range top: G5
- Vocal range bottom: B3
Lily: Rooster’s girlfriend, who is also out for a quick buck. She is considered to be a floozy and bimbo.
- Gender: Female
- Age: 20 to 30
- Vocal range top: G5
- Vocal range bottom: B3
Bert Healy: The ultimate radio personality. He helps Annie by broadcasting about the search for her birth parents.
- Gender: Male
- Age: 30 to 45
- Vocal range top: G5
- Vocal range bottom: E4
Roosevelt: The 32nd President of the United States. A Democrat and friend of Warbucks.
- Gender: Male
- Age: 40 to 60
- Vocal range top: F4
- Vocal range bottom: Eb3
Ensemble: Servants (Drake, Mrs. Greer, Mrs. Pugh), Boylan Sisters, Cabinet Mambers, Hooverville Citizens
- Gender: Any