Suggestions by @jameseller

The Patriot (1929)

as Best Picture 1930 in Oscars Do-over

Harry Beaumont

as Best Director 1930 in Oscars Do-over

George Bancroft

as Best Actor 1930 in Oscars Do-over

Mary Pickford

as Best Actress 1930 in Oscars Do-over

The Divorcee

as Best Picture 1931 in Oscars Do-over

Ernst Lubitsch

as Best Director 1931 in Oscars Do-over

Ronald Colman

as Best Actor 1931 in Oscars Do-over

Ruth Chatterton

as Best Actress 1931 in Oscars Do-over

Cimarron

as Best Picture 1932 in Oscars Do-over

Josef von Sternberg

as Best Director 1932 in Oscars Do-over

Jackie Cooper

as Best Actor 1932 in Oscars Do-over

Ann Harding

as Best Actress 1932 in Oscars Do-over

Shanghai Express

as Best Picture 1933 in Oscars Do-over

King Vidor

as Best Director 1933 in Oscars Do-over

Alfred Lunt

as Best Actor 1933 in Oscars Do-over

Marie Dressler

as Best Actress 1933 in Oscars Do-over

The Private Life of Henry VIII

as Best Picture 1934 in Oscars Do-over

Frank Lloyd

as Best Director 1934 in Oscars Do-over

Leslie Howard

as Best Actor 1934 in Oscars Do-over

May Robson

as Best Actress 1934 in Oscars Do-over