Suggestions by @dannyflanigan

Wayne Cilento

as Choreographer in Wizard of Oz (2007)

Alex Hirsch

as Writer in Wizard of Oz (2007)

Rob Marshall

as Director in Wizard of Oz (2007)

Lin-Manuel Miranda

as Composer in Wizard of Oz (2007)

Johnny Depp

as Omby Amby in Wizard of Oz (2007)

Natalie Portman

as Jellia Jamb in Wizard of Oz (2007)

Ricky Gervais

as The Guardian in Wizard of Oz (2007)

Kristen Bell

as Glinda in Wizard of Oz (2007)

Kristen Bell

as Jellia Jamb in Wizard of Oz (2007)

Judy Dench

as Locasta in Wizard of Oz (2007)

Michael Douglas

as The Wizard in Wizard of Oz (2007)

Natalie Portman

as Glinda in Wizard of Oz (2007)

Fiona Shaw

as Blinkie in Wizard of Oz (2007)

Colin Jost

as Toto in Wizard of Oz (2007)

Samson Kayo

as Cowardly Lion in Wizard of Oz (2007)

Michael Cera

as Tin Woodman in Wizard of Oz (2007)

Lin-Manuel Miranda

as Scarecrow in Wizard of Oz (2007)

Alisha Weir

as Dorothy Gale in Wizard of Oz (2007)

Arthur Treacher

as H.M. Woggle-Bug T.E. in The Marvelous Land of Oz (1940)

Faz Fazakas

as The Sawhorse in The Marvelous Land of Oz (1940)