Suggestions by @teeyutes

James Garner

as Jefferson Smith in Mr. Smith Goes to Washington (1959)

Jonathan Winters

as Colonel Mustard in Clue (1965)

Anthony Perkins

as Val Goldman in The Birdcage (1956)

John Fiedler

as Mr. Poppins in You Can’t Take It With You (1978)

Gene Hackman

as Juror 7 in 12 Angry Men (1967)

James Coburn

as Jack Wilson in Shane (1963)

James Coburn

as Jack Torrance in The Shining (1970)

John Goodman

as Potap Kolenkhov in You Can’t Take It With You (1988)

Edward Binns

as Walter’s Doctor in Elf (1963)

Preston Sturges

as Director in Pretty Woman (1940)

Burt Lancaster

as David Morse in Pretty Woman (1940)

Clark Gable

as Edward Lewis in Pretty Woman (1940)

Spencer Tracy

as Dr. Sean Maguire in Good Will Hunting (1947)

Henry Fonda

as Walter Whitney in Carbon Copy (1951)

Melvyn Douglas

as Brooks Hatlen in The Shawshank Redemption (1974)

James Coburn

as Grandpa Martin Vanderhof in You Can’t Take It With You (1988)

Ernest Borgnine

as Grandpa Martin Vanderhof in You Can’t Take It With You (1978)

Hal Smith

as Mr. De Pinna in You Can’t Take It With You (1978)

Eddie Albert

as Mr. De Pinna in You Can’t Take It With You (1968)

Don Rickles

as Philip Stuckey in Pretty Woman (1970)