Suggestions by @paulmantell

Gene Wilder

as 1970s in What Actors Could've Played Captain Jack Sparrow in Various Decades?

Score: +2

Jack Nicholson

as 1960s in What Actors Could've Played Captain Jack Sparrow in Various Decades?

Score: +2

Hans Conried

as 1950s in What Actors Could've Played Captain Jack Sparrow in Various Decades?

Score: +1

Robert Rounseville

as 1950s in What Actors Could've Played Captain Jack Sparrow in Various Decades?

Score: +2

Douglas Fairbanks

as 1920s in What Actors Could've Played Captain Jack Sparrow in Various Decades?

Score: +2

Victor Jory

as Megatron in Villainous (1942)

Score: +1

Bette Davis

as Demenica in Villainous (1942)

Score: -2

Lucille Ball

as Mary Jane Watson in The Sinister Six (1930's-1940's)

Score: +1

Larry Storch

as The Rhino in The Sinister Six (1930's-1940's)

Score: +2

Willie Best

as Electro in The Sinister Six (1930's-1940's)

Score: +2

Jane Russell

as Wonder Woman in DCEU (Golden Age of Hollywood)

Score: +2

Kirk Alyn

as Superman in DCEU (Golden Age of Hollywood)

Score: +2

Tommy Bond

as Lex Luthor in DCEU (Golden Age of Hollywood)

Score: +2

Milton Berle

as Riddler in DCEU (Golden Age of Hollywood)

Score: +1

Robert Lowery

as Batman in DCEU (Golden Age of Hollywood)

Score: +2

Sonny Tufts

as Harvey Dent in DCEU (Golden Age of Hollywood)

Score: +1

Buster Crabbe

as Aquaman in DCEU (Golden Age of Hollywood)

Score: +1

Peter Sallis

as Dr. Samuel Loomis in Classic Horror Actors as the Modern Horror Characters

Score: 0

Rafaela Ottiano

as Pamela Voorhees in Classic Horror Actors as the Modern Horror Characters

Score: +1

Verna Felton

as Pamela Voorhees in Classic Horror Actors as the Modern Horror Characters

Score: +1