Suggestions by @user_26273

Ernst Stavro Blofeld

as Max von Sydow in Deceased Actors’ Casting You Would’ve Loved to See

Grand Admiral Thrawn

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Imperial Officer

as Sean Connery in Deceased Actors’ Casting You Would’ve Loved to See

Dumbledore

as Sean Connery in Deceased Actors’ Casting You Would’ve Loved to See

Gandalf the Grey

as Sean Connery in Deceased Actors’ Casting You Would’ve Loved to See

Uncle Ben (Marvel Cinematic Universe)

as Robin Williams in Deceased Actors’ Casting You Would’ve Loved to See

Hugo Strange

as Robin Williams in Deceased Actors’ Casting You Would’ve Loved to See

Sherlock Holmes (Character)

as Laurence Olivier in Deceased Actors’ Casting You Would’ve Loved to See

Victor Frankenstein

as Laurence Olivier in Deceased Actors’ Casting You Would’ve Loved to See

Gandalf the Grey

as Laurence Olivier in Deceased Actors’ Casting You Would’ve Loved to See

Alfred Pennyworth

as Laurence Olivier in Deceased Actors’ Casting You Would’ve Loved to See

Odysseus

as Laurence Olivier in Deceased Actors’ Casting You Would’ve Loved to See

Kurt Barlow

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Hugo Strange (Arkham)

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

The Tall Man (Jebediah Morningside)

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Alfred Pennyworth

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Dumbledore

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Vecna (DnD)

as Christopher Lee in Deceased Actors’ Casting You Would’ve Loved to See

Fred Rogers

as James Stewart in Deceased Actors’ Casting You Would’ve Loved to See

Magneto (Max Eisenhardt)

as Ray Stevenson in Deceased Actors’ Casting You Would’ve Loved to See