Characters

Annie- 11 years old. She'll get an entry of her own later.

ORPHANS:
Molly- 6 years old. The littlest one
Kate- 7 years old.
Tessie- 10 years old. The whiny one {"Oh my goodness! Oh my goodness!")
Pepper- 12 years old . The tough one.
July- 13 years old. The quiet one.
Duffy- 13 years old. The biggest one.

Miss Hannigan- Boozy, abusive old broad. Both villain and comic relief. 2 numbers plus reprises.

Oliver Warbucks- Rich, feisty, Republican-- and bald. Hard-edged with a heart of gold. 7 numbers.

Grace Farrell- Warbucks' right hand woman and Annie's champion. Tough, lively, efficient, and big-hearted. 5 numbers.

Rooster- Miss Hannigan's ne'er-do-well brother. A con man, slick, smooth and without a speck of kindness in him,

Lily- Rooster's dimwitted and brassy girlfriend. As morally bankrupt as Rooster, but without his cunning or smarts.

Bert Healy- Slick Guy-smiley-ish radio host who could have been a used car salesman. I scene, 1 song.

Boylan Sisters- trio of radio singers. I scene, 1 song.

Franklin Delano Roosevelt- President in a wheelchair. 1 song.

Drake: Warbucks's top servant

Mrs. Greer: head housekeeper

Chorus- This is a big utility chorus. They play poor homeless folks, Warbucks's servants, and the people of New York City.

Additionally, there are a variety of character roles, several of which are non-singing, which could come from the chorus or be cast separately, most of which appear in only one scene:

Mr. Bundles: the laundryman at the orphanage
Dog catcher and assistant: Boo! Hiss! Big meanies!
Officer Ward: a cop from the orphanage neighborhood
Sound effects man at the radio station
Fred and Wacky: ventriliquist and his dummy
Jimmy Johnson: another radio personality
FDR's cabinet: at least five bureaucrats of substance. they do sing
Brandeis: a big league judge