Suggestions by @jameseller

Frank Darabont

as Best Director 1995 in Oscars Do-over

Tom Hanks

as Best Actor 1995 in Oscars Do-over

Jodie Foster

as Best Actress 1995 in Oscars Do-over

Gary Sinise

as Best Supporting Actor 1995 in Oscars Do-over

Uma Thurman

as Best Supporting Actress 1995 in Oscars Do-over

Braveheart

as Best Picture 1996 in Oscars Do-over

David Fincher

as Best Director 1996 in Oscars Do-over

Mel Gibson

as Best Actor 1996 in Oscars Do-over

Meryl Streep

as Best Actress 1996 in Oscars Do-over

Kevin Spacey

as Best Supporting Actor 1996 in Oscars Do-over

Kathleen Quinlan

as Best Supporting Actress 1996 in Oscars Do-over

Jerry Maguire

as Best Picture 1997 in Oscars Do-over

Gregory Hoblit

as Best Director 1997 in Oscars Do-over

Tom Cruise

as Best Actor 1997 in Oscars Do-over

Diane Keaton

as Best Actress 1997 in Oscars Do-over

Edward Norton

as Best Supporting Actor 1997 in Oscars Do-over

Joan Allen

as Best Supporting Actress 1997 in Oscars Do-over

Good Will Hunting

as Best Picture 1998 in Oscars Do-over

James Cameron

as Best Director 1998 in Oscars Do-over

Matt Damon

as Best Actor 1998 in Oscars Do-over