Suggestions by @teeyutes

Christopher Plummer

as 1960s in What Actors Could've Played James Bond in Various Decades?

Score: +1

Ossie Davis

as Mr. John Wade Prentice Sr. in Guess Who’s Coming to Dinner (1977)

Score: +1

Roger C. Carmel

as 1970's (Animation) in Which Actors Should’ve Played Mr. Krabs in Various Decades?

Score: +1

John Rhys-Davies

as 1990's (Live-Action) in Which Actors Should've Played Dr. Robotnik in Various Decades?

Score: +1

Roger C. Carmel

as 1980's (Live-Action) in Which Actors Should've Played Dr. Robotnik in Various Decades?

Score: +1

Lionel Jeffries

as Grandpa Joe in Willy Wonka & the Chocolate Factory (1991)

Score: +1

Winton C. Hoch

as Cinematographer in The Sound of Music (1955)

Score: +1

William H. Clothier

as Cinematographer in The Ballad of Buster Scruggs: 1960s Edition

Score: +1

John Rhys-Davies

as Professor William McElroy in Batman (1970's)

Score: +1

Jack Elam

as Long Jack in Captains Courageous (1957)

Score: +1

Bruce Dern

as Long Jack in Captains Courageous (1967)

Score: +1

David Wayne

as Hickey in In the Good Old Summertime (1969)

Score: +1

Ron Howard

as Harvey Cheyne in Captains Courageous (1967)

Score: +1

Bruce Dern

as Hatfield in Stagecoach (1969)

Score: +1

Dorothy Provine

as Lucy Mallory in Stagecoach (1959)

Score: +1

Jack Albertson

as Doc Boone in Stagecoach (1959)

Score: +1

Felicia Farr

as Dallas in Stagecoach (1959)

Score: +1

Charlton Heston

as Henry in Stagecoach (1959)

Score: +1

Walter Hampden

as Andre Trochard in We’re No Angels (1935)

Score: +1

John Barrymore

as Joseph in We’re No Angels (1935)

Score: +1