Suggestions by @debonairp

J.K. Simmons

as J Jonah Jameson in Spider-Man: A New Dawn

Mary Elizabeth Winstead

as Betty Brant in Spider-Man: A New Dawn

Giancarlo Esposito

as Robbie Robertson in Spider-Man: A New Dawn

Patrick Dempsey

as Captain George Stacy in Spider-Man: A New Dawn

Jeffrey Dean Morgan

as Otto Octavius in Spider-Man: A New Dawn

Matthew McConaughey

as Norman Osborn in Spider-Man: A New Dawn

Jennifer Aniston

as May Parker in Spider-Man: A New Dawn

Laura Harrier

as Liz Allan in Spider-Man: A New Dawn

Alex Pettyfer

as Eugene Thompson in Spider-Man: A New Dawn

Sydney Sweeney

as Felicia Hardy in Spider-Man: A New Dawn

Ross Butler

as Harry Osborn in Spider-Man: A New Dawn

Zendaya

as Mary Jane Watson in Spider-Man: A New Dawn

Jharrel Jerome

as Randy Robertson in Spider-Man: A New Dawn

Willa Fitzgerald

as Gwen Stacy in Spider-Man: A New Dawn

Brenton Thwaites

as Peter Parker in Spider-Man: A New Dawn