Suggestions by @darthsebastian

Griffith (Berserk)

as River Phoenix in Deceased Actors Roles

Jesse Pinkman

as Brad Renfro in Deceased Actors Roles

Hank Schrader

as Ray Stevenson in Deceased Actors Roles: Part Three

The Thing (Ben Grimm)

as James Gandolfini in Deceased Actors Roles: Part Three

Vilgax (Ben 10)

as Tony Todd in Deceased Actors Roles: Part Two

Hugh Jackman

as Kyogre in Pokémon (if they were human)

Ian McNeice

as Joshamee Gibbs in Pirates of the Caribbean film series (2003-2017)

Brad Pitt

as Brian O'Conner in Fast Five (2001)

Eva Longoria

as Chel in The Road to El Dorado (2006)

Freddy Rodríguez

as Tulio in The Road to El Dorado (2006)

Agent Smith

as Julian McMahon in Deceased Actors’ Casting You Would’ve Loved to See

Emperor Sheev Palpatine (Darth Sidious)

as Julian McMahon in Deceased Actors’ Casting You Would’ve Loved to See

Mundus

as Julian McMahon in Deceased Actors’ Casting You Would’ve Loved to See

Guts (Berserk)

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

Griffith (Berserk)

as River Phoenix in Deceased Actors’ Casting You Would’ve Loved to See

Emperor Sheev Palpatine (Darth Sidious)

as David Bowie in Deceased Actors’ Casting You Would’ve Loved to See

The Driver (Drive)

as Heath Ledger in Deceased Actors’ Casting You Would’ve Loved to See

Luke Glanton - The Place Beyond the Pines (2012)

as Heath Ledger in Deceased Actors’ Casting You Would’ve Loved to See

Max Rocksteady

as Heath Ledger in Deceased Actors’ Casting You Would’ve Loved to See

Vergil

as Heath Ledger in Deceased Actors’ Casting You Would’ve Loved to See