Suggestions by @maximosalazar

Jean Reno

as 1990s in What Actors Could've Played Agent Smith in Various Decades?

Score: +1

Howard Shore

as Composer in Pearl (1992)

Score: +1

Alan Silvestri

as Composer in Dexter's Laboratory (2000s live-action movie)

Score: +1

Anthony Rapp

as Maxwell “Max” Mayfield in Stranger Things ('80s Genderswap)

Score: 0

Corey Haim

as Jake Hopper/Eleven in Stranger Things ('80s Genderswap)

Score: +1

Hayley Mills

as '60s in Which Actress Should've Played Leni Loud in Various Decades?

Score: +2

Meg Ryan

as Glinda in The Wizard of Oz (1999)

Score: +2

Tom Hanks

as Uncle Henry in The Wizard of Oz (1999)

Score: +1

Glenn Close

as Wicked Witch Of The East in The Wizard of Oz (1999)

Score: +1

Liza Minnelli

as Wicked Witch Of The East in The Wizard of Oz (1999)

Score: -1

Karen Allen

as Aunt Em in The Wizard of Oz (1999)

Score: +1

Dick Van Dyke

as Wizard Of Oz in The Wizard of Oz (1999)

Score: +2

Robin Williams

as Tin Man in The Wizard of Oz (1999)

Score: +2

Michael Clarke Duncan

as Cowardly Lion in The Wizard of Oz (1999)

Score: +2

Martin Short

as Scarecrow in The Wizard of Oz (1999)

Score: +2

Brie Larson

as Dorothy in The Wizard of Oz (1999)

Score: +1

Lucy Boynton

as Penelope Pitstop in Live action Wacky Races movie

Score: +2

Cary Elwes

as Voice of George Harrison in I Wanna Hold Your Hand (1998)

Score: +1

Randy Newman

as “Believe” Singer in The Polar Express (1994)

Score: +2

Eric Stoltz

as Marty McFly (Stoltz Universe) in Back to the Future: The Series (The Final Season)

Score: +1