Suggestions by @siddarthsid

Jason Reitman

as Director in Groundhog Day (2013)

Jackie Weaver

as Mrs. Lancaster in Groundhog Day (2013)

Paul Rudd

as Phil Connors in Groundhog Day (2013)

Will Ferrell

as Phil Connors in Groundhog Day (2013)

Jason Bateman

as Phil Connors in Groundhog Day (2013)

Rose Byrne

as Rita Hanson in Groundhog Day (2013)

Charlize Theron

as Rita Hanson in Groundhog Day (2013)

Amy Adams

as Rita Hanson in Groundhog Day (2013)

Michael Stuhlbarg

as Ned Ryerson in Groundhog Day (2013)

Bill Hader

as Larry in Groundhog Day (2013)

Rachel McAdams

as Rita Hanson in Groundhog Day (2013)

Robert Downey Jr.

as Phil Connors in Groundhog Day (2013)

Martin Scorsese

as Director in House of Gucci (2001)

Andy Garcia

as Paolo Gucci in House of Gucci (2001)

Barbara Carrera

as Giuseppina Auriemma in House of Gucci (2001)

Roger Moore

as Rodolfo Gucci in House of Gucci (2001)

Keanu Reeves

as Maurizio Gucci in House of Gucci (2001)

Marlon Brando

as Aldo Gucci in House of Gucci (2001)

Jennifer Lopez

as Patrizia Reggiani in House of Gucci (2001)

Colin Farrell

as Chris-R in The Room (2009)