Suggestions by @siddarthsid

Stephan James

as Cassius Green in Sorry to Bother You (2018)

Judd Nelson

as John Jameson in Spider-Man 2 (1984)

Robert Duvall

as Dr. Otto Octavius in Spider-Man 2 (1984)

Chris Columbus

as Director in Spider-Man: Far From Home (1999)

David Alan Grier

as Julius Dell in Spider-Man: Far From Home (1999)

Rick Yune

as Brad Davis in Spider-Man: Far From Home (1999)

Sam Neill

as Talos in Spider-Man: Far From Home (1999)

Barbara Hershey

as May Parker in Spider-Man: Far From Home (1999)

John Goodman

as Happy Hogan in Spider-Man: Far From Home (1999)

Dabney Coleman

as J. Jonah Jameson in Spider-Man: Far From Home (1999)

Kal Penn

as Flash Thompson in Spider-Man: Far From Home (1999)

Demi Moore

as Maria Hill in Spider-Man: Far From Home (1999)

Reese Witherspoon

as Betty Brant in Spider-Man: Far From Home (1999)

Matthew Broderick

as Roger Harrington in Spider-Man: Far From Home (1999)

Rashida Jones

as MJ in Spider-Man: Far From Home (1999)

Dante Basco

as Ned Leeds in Spider-Man: Far From Home (1999)

Louis Gossett Jr.

as Nick Fury in Spider-Man: Far From Home (1999)

Johnny Depp

as Mysterio in Spider-Man: Far From Home (1999)

Leonardo DiCaprio

as Spider-Man in Spider-Man: Far From Home (1999)

Richard Dreyfuss

as Millburn in Prometheus (1979)