Suggestions by @higgiesmalls

Leonardo DiCaprio

as Marty Mauser in Marty Supreme (2005)

Score: +6

Timothée Chalamet

as Detective Loki in Prisoners (2033)

Score: +1

Andrew Garfield

as Jack Skellington in The Nightmare Before Christmas

Score: +1

Andrew Scott

as Prince Charming in Shrek

Score: +1

Tom Ellis

as Prince Charming in Shrek

Score: +1

Fred Armisen

as Seymour Krelborn in Little Shop of Horrors (2006)

Score: +1

Fred Armisen

as Arthur Denton in Little Shop of Horrors

Score: +1

Paul King

as Director in Little Shop of Horrors

Score: +1

Emma Thompson

as Mary Poppins in Mary Poppins (1994)

Score: +2

Rob Reiner

as Happy Hogan in 90’s Marvel Cinematic Universe

Score: +2

Rob Reiner

as Happy Hogan in Iron Man (1988)

Score: +1

Rob Reiner

as Director in Iron Man (1988)

Score: +1

Paterson Joseph

as Geoffrey Butler in The Fresh Prince of Bel-Air (2019 Reboot)

Score: +1

Mia Goth

as Agnetha Fältskog in ABBA Biopic

Score: +1

Colman Domingo

as Doctor Facilier in The Princess and the Frog

Score: +1

Colman Domingo

as Dr. Facilier in The Princess and the Frog (Live Action)

Score: +1

Josh Gad

as Nathan Detroit in Guys and Dolls

Score: +1

David Corenswet

as Sky Masterson in Guys and Dolls

Score: +1