Suggestions by @siddarthsid

Sanaa Lathan

as Writer Barbie in Barbie (2003)

Amy Heckerling

as Director in Barbie (2003)

Taye Diggs

as Artist Ken in Barbie (2003)

David Harewood

as Basketball Ken in Barbie (2003)

Angela Lansbury

as The Narrator in Barbie (2003)

Sofia Coppola

as Midge in Barbie (2003)

Steve Martin

as Mattel CEO in Barbie (2003)

Elaine May

as Ruth Handler in Barbie (2003)

Jason Scott Lee

as Rival Ken in Barbie (2003)

Paul Rudd

as Allan in Barbie (2003)

Halle Berry

as President Barbie in Barbie (2003)

Constance Marie

as Gloria in Barbie (2003)

Molly Shannon

as Weird Barbie in Barbie (2003)

Brad Pitt

as Beach Ken in Barbie (2003)

Cameron Diaz

as Stereotypical Barbie in Barbie (2003)

Aaron Sorkin

as Writer in Leave the World Behind (2023)

David Fincher

as Director in Leave the World Behind (2023)

J.K. Simmons

as Danny in Leave the World Behind (2023)

Taylor Russell

as Ruth Scott in Leave the World Behind (2023)

Brad Pitt

as Clay Sandford in Leave the World Behind (2023)