Suggestions by @nathanbates

Marty Feldman

as Igor in The Perfect Frankenstein Movie

Mark Strong

as Joker in Dark Knight Returns

Timothy Olyphant

as Oliver Queen in Dark Knight Returns

Lon Chaney

as Arthur Fleck in Classic Actors As Modern Movie characters

Cary Grant

as Clark Kent in Classic Actors As Modern Movie characters

Jaimie Alexander

as Selina Kyle in Arkhamverse

Michael Fassbender

as Vampire in Cast The Monsters!

Aya Cash

as Kate Kane in Keeping up with the Wayne’s

Ciarán Hinds

as Father Christoph in Damien

Tobey Maguire

as Damien Thorn in Damien

Diane Lane

as Winona Kirk: Kirk's mother. in Star Trek (1990)

Brad Pitt

as George Kirk: Kirk's father, in Star Trek (1990)

Marlon Brando

as Venom in Classic Actors As Modern Movie characters

Humphrey Bogart

as Indiana Jones in Classic Actors As Modern Movie characters

Liev Schreiber

as Paul Sheldon in Misery (2020)

Timothy Olyphant

as Green Arrow in DCEU Rebooted

Rooney Mara

as Actress #6 in Genderswap Riddler Casting

Boyd Holbrook

as Liquid Snake in Metal Gear Solid

Barry Keoghan

as Otacon in Metal Gear Solid

Dan Gilroy

as Director in Collateral (2014)