Suggestions by @ihollowood18

Brad Garrett

as Herman Munster in The Munsters

Jake Gyllenhaal

as Ben Hanscom in IT: Part 2

Ray Romano

as Eddie Kaspbrak in IT: Part 2

Jim Carrey

as Richie Tozier in IT: Part 2

Jason Bateman

as Bill Denbrough in IT: Part 2

Sam Rockwell

as George W. Bush in I Can Hear You

Richard Jenkins

as Rudy Giuliani in I Can Hear You

Lochlyn Munro

as Devin Weston in Grand Theft Auto V

Ed Helms

as Mr. Green in Clue

Jim Carrey

as Wadsworth in Clue

Nicolas Cage

as Baby in Baby Driver (1987)

Tom Selleck

as Buddy in Baby Driver (1987)

Jonathan Banks

as Griff in Baby Driver (1987)

Mark Ruffalo

as Griff in Baby Driver (2007)

Shia LaBeouf

as Baby in Baby Driver (2007)

Kate Hudson

as Debora in Baby Driver (2007)

Matthew McConaughey

as Buddy in Baby Driver (2007)

Keith David

as Bats in Baby Driver (2007)

Denis Villeneuve

as Director in Alien