Suggestions by @maxthecat67

Walt Disney

as Producer in The Little Engine That Could (1941)

Jack Kinney

as Director in The Little Engine That Could (1941)

Clyde Geronimi

as Director in The Little Engine That Could (1941)

Bill Roberts

as Director in The Little Engine That Could (1941)

Norman Ferguson

as Director in The Little Engine That Could (1941)

Judy Garland

as Tillie in The Little Engine That Could (1941)

Boris Karloff

as Josh Brolin in Classic Celebrity that are similar to Modern Celebrity

Arnold Schwarzenegger

as Satan in What If Tim Burton's Helluva Boss

Kathleen Barr

as Shriek in Sinister Six (Sony Animation)

Stan Lee

as In Loving Memory of in Sinister Six (Sony Animation)

Here We Go

as Trailer Song in Sinister Six (Sony Animation)

CG5

as Henry (Singing Voice) in K-Pop Train Demon Hunters

Kellen Goff

as Gordon in K-Pop Train Demon Hunters

Steve Coogan

as Toby in K-Pop Train Demon Hunters

Bryce Pinkham

as Edward in K-Pop Train Demon Hunters

Blake Roman

as James in K-Pop Train Demon Hunters

Shia LaBeouf

as Percy in K-Pop Train Demon Hunters

Josh Brolin

as Diesel 10 in K-Pop Train Demon Hunters

Bonnie Hunt

as Rebecca in K-Pop Train Demon Hunters

Nicolas Cage

as Henry in K-Pop Train Demon Hunters