Suggestions by @adamatc

Cloris Leachman

as Linda Drysdale in Knives Out (1979)

John Huston

as Harlan Thrombey in Knives Out (1979)

James Coburn

as Benoit Blanc in Knives Out (1979)

Meg Donnelly

as Ginger Rogers in Hollywood Goddesses

Meg Donnelly

as Ginger Rogers in Lucy and Desi

Meg Donnelly

as Ginger Rogers in Actors' Modern Counterparts

Meg Donnelly

as Ginger Rogers in Old Hollywood Actresses

Meg Donnelly

as Ginger Rogers in Katharine Hepburn

Meg Donnelly

as Ginger Rogers in Classic Actresses

Jessica Lange

as Lt. Joshi in Blade Runner 2049 (1997)

Hal Ashby

as Director in Hal Ashby's THE ROYAL TENENBAUMS

John Astin

as Raleigh St. Clair in Hal Ashby's THE ROYAL TENENBAUMS

Sidney Poitier

as Henry Sherman in Hal Ashby's THE ROYAL TENENBAUMS

Carol Channing

as Etheline Tenenbaum in Hal Ashby's THE ROYAL TENENBAUMS

Ryan O'Neal

as Richie Tenenbaum in Hal Ashby's THE ROYAL TENENBAUMS

Jackie Gleason

as Royal Tenenbaum in Hal Ashby's THE ROYAL TENENBAUMS

Robert Redford

as Eli Cash in Hal Ashby's THE ROYAL TENENBAUMS

Diane Keaton

as Margot Tenenbaum in Hal Ashby's THE ROYAL TENENBAUMS

Dustin Hoffman

as Chas Tenenbaum in Hal Ashby's THE ROYAL TENENBAUMS

Eva Lovia

as Lisa in Weird Science 2021