Suggestions by @bradleysigma

Iain Glen

as Samuel Vimes in Discworld

Pedro Pascal

as McWatt in Catch-22

Krysten Ritter

as Morticia Addams in The Addams Family

Andrew Scott

as Milo Minderbinder in Catch-22

Steve Buscemi

as Arthur "Boo" Radley in To Kill a Mockingbird

Martin Freeman

as Yossarian in Catch-22

Michael Cera

as Major Major Major Major in Catch-22

Felicia Day

as Penny Polendina in RWBY

Fran Kranz

as Neptune Vasilias in RWBY

Stephanie Beatriz

as Weiss Schnee in RWBY

Krysten Ritter

as Cinder Fall in RWBY

Emily Browning

as Velvet Scarlatina in RWBY

Hugh Laurie

as Bartholomew Oobleck in RWBY

Stephen Fry

as Peter Port in RWBY

Rosario Dawson

as Glynda Goodwitch in RWBY

Aubrey Plaza

as Blake Belladonna in RWBY

Andy Samberg

as Jaune Arc in RWBY

Kristen Bell

as Yang Xiao Long in RWBY

Anthony Stewart Head

as Ozpin in RWBY

Anna Kendrick

as Nora Valkyrie in RWBY