Suggestions by @acthepantherno1

Aldis Hodge

as Dee Jay in Street Fighter (2026; Alternate cast)

Score: +1

Amy Heckerling

as Writer in Clueless (1985)

Score: +3

John Hughes

as Producer in Clueless (1985)

Score: +1

Amy Heckerling

as Director in Clueless (1985)

Score: +2

John Stamos

as Elton Tiscia in Clueless (1985)

Score: +1

Dean Cameron

as Travis Birkenstock in Clueless (1985)

Score: +2

Jon Cryer

as Christian Stovitz in Clueless (1985)

Score: +1

George Segal

as Melvin "Mel" Horowitz in Clueless (1985)

Score: +1

Tim Conway

as Mr. Wendell Hall in Clueless (1985)

Score: +1

Mary Tyler Moore

as Miss Toby Geist in Clueless (1985)

Score: +1

Jane Curtin

as Coach Millie Stoeger in Clueless (1985)

Score: +1

Diane Lane

as Amber Mariens in Clueless (1985)

Score: +2

Tamlyn Tomita

as Summer Han in Clueless (1985)

Score: +1

Miguel A. Núñez Jr.

as Murray Duvall in Clueless (1985)

Score: +2

Rae Dawn Chong

as Dionne Davenport in Clueless (1985)

Score: +1

Molly Ringwald

as Tai Frasier in Clueless (1985)

Score: +1

Elisabeth Shue

as Cher Horowitz in Clueless (1985)

Score: +2

Paramount Pictures

as Distribution Company in Clueless (1985)

Score: +2

Susanna Thompson

as Cheryl in She's the Man (1996)

Score: +2

Jason London

as Andrew in She's the Man (1996)

Score: +2