Suggestions by @ben_quigels

Alisha Weir

as Bet in Oliver! Remake

Score: +1

Sacha Baron Cohen

as Mr. Sowerberry in Oliver! Remake

Score: +1

Olivia Colman

as Mrs. Sowerberry in Oliver! Remake

Score: +1

Sarah Paulson

as The Widow Corney in Oliver! Remake

Score: +1

Alfie Boe

as Mr. Bumble in Oliver! Remake

Score: +1

Jonathan Bailey

as Bill Sykes in Oliver! Remake

Score: +1

Hugh Jackman

as Fagin in Oliver! Remake

Score: +1

Emma Stone

as Nancy in Oliver! Remake

Score: +1

Audrey Hepburn

as Daenerys Targaryen in A Game of Thrones in Old Hollywood

Score: +1

Maureen O'Hara

as Lady Catelyn Stark in A Game of Thrones in Old Hollywood

Score: +1

Barbara Stanwyck

as Queen Cersei Lannister in A Game of Thrones in Old Hollywood

Score: +1

Orson Welles

as King Robert Baratheon in A Game of Thrones in Old Hollywood

Score: +1

James Dean

as Jack Dawson in Titanic 1997 (In Old Hollywood)

Score: +1

Sal Mineo

as Renly Baratheon in Game of Thrones If It Was Made During the Golden Age of Hollywood (Pre-1960s)

Score: +1

James Dean

as Jon Snow in Game of Thrones If It Was Made During the Golden Age of Hollywood (Pre-1960s)

Score: +1

Henry Fonda

as Ned Stark in Game of Thrones If It Was Made During the Golden Age of Hollywood (Pre-1960s)

Score: +2

Katharine Hepburn

as Catelyn Stark in Game of Thrones If It Was Made During the Golden Age of Hollywood (Pre-1960s)

Score: +2

Clark Gable

as Petyr Baelish in Game of Thrones If It Was Made During the Golden Age of Hollywood (Pre-1960s)

Score: +2

Judy Holliday

as Lizzy Calvert in Titanic 1997 (In Old Hollywood)

Score: +1

John Mills

as William McMaster Murdoch in Titanic 1997 (In Old Hollywood)

Score: +1