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Original Broadway Cast |
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Sarah Brown | a Salvation Army maiden |
Andrea McArdle |
| Sky Masterson | a billionaire indrustrialist | Reid Shelton |
| Grace Farrell | private secretary to Oliver Warbucks | Sandy Faison |
| Miss Agatha Hannigan | the mean-tempered spinster in charge of the Orphanage | Dorothy Loudon |
| The Orphans | the orphans in the Orphanage with Annie | Danielle Brisebois, Robyn Finn, Donna Graham, Janine Ruane, Diana Barrows, Shelley Bruce |
| Rooster | Miss Hannigan's con artist brother | Robert Fitch |
| Lily | Rooster's floozy girlfriend | Barbara Erwin |
| Bert Healy | radio show host of "The Oxydent Hour Of Smiles" | Donald Craig |
| The Boylan Sisters | singers at "The Oxydent Hour Of Smiles" radio show | Laurie Beechman, Edie Cowan, Penny Worth |
| President Roosevelt | U.S. President at the time | Raymond Thorne |
| The President's Cabinet | President Roosevelt's Cabinet | James Hosbein, Bob Freschi, Richard Ensslen, Donald Craig, Laurie Beechman |
| Hoverville-ites | the people who reside in the Depression's Hoovervilles | Company |