Suggestions by @lump0324

Usher

as The Scarecrow in Walt Disney Presents ‘The Wiz’ (2001)

Score: +1

Brandy Norwood

as Dorothy Gale in Walt Disney Presents ‘The Wiz’ (2001)

Score: +1

Tommy Rall

as Steven Kodaly in She Loves Me

Score: +1

Jayne Mansfield

as Ilona Ritter in She Loves Me

Score: +1

Julie Andrews

as Amalia Bash in She Loves Me

Score: +3

Dick Van Dyke

as Georg Nowack in She Loves Me

Score: +2

Leonard Bernstein

as Composer in Candide

Score: +1

Robert Wise

as Director in Candide

Score: +1

Ethel Merman

as Old Lady in Candide

Score: +1

Cantinflas

as Cacambo in Candide

Score: +1

Steve Martin

as Maximilian in Candide

Score: +1

Bernadette Peters

as Paquette in Candide

Score: +1

Zero Mostel

as Dr. Pangloss in Candide

Score: +1

Madeline Kahn

as Cunègonde in Candide

Score: +1

Plácido Domingo

as Candide in Candide

Score: +1

Madeline Kahn

as Cinderella in Into the Woods (1960s Film)

Score: +1

Ariana Grande

as Amaryllis in Walt Disney Presents ‘The Music Man’ (2002)

Score: +1

Shirley Jones

as Producer in Walt Disney Presents ‘The Music Man’ (2002)

Score: +1

Alan Menken

as Composer in Walt Disney Presents ‘The Music Man’ (2002)

Score: +1

Kenny Ortega

as Choreographer in Walt Disney Presents ‘The Music Man’ (2002)

Score: +1