Suggestions by @ihollowood18
1,741 suggestions
Vince Vaughn
as Pete in Knocked Up (1997)
Kieran Culkin
as Pete in Knocked Up (2017)
Conan O'Brien
as Jerry Langford in The King of Comedy (2022)
Bill Murray
as Michael Scott in The Office (1980s)
Judge Reinhold
as Cousin Greg in Succession (80s)
Tim Robbins
as Cousin Greg in Succession (80s)
Robert Mitchum
as Logan Roy in Succession (80s)
Ted Danson
as Tom Wambsgans – Shiv's husband and a Waystar executive in Succession (80s)
Kevin Kline
as Tom Wambsgans – Shiv's husband and a Waystar executive in Succession (80s)
Al Pacino
as Kendall in Succession (80s)
Richard Dreyfuss
as Kendall in Succession (80s)
Richard Gere
as Kendall in Succession (80s)
Willem Dafoe
as Roman in Succession (80s)
Michael Keaton
as Roman in Succession (80s)
Bill Murray
as Roman in Succession (80s)
Alec Baldwin
as Roman in Succession (80s)
Anjelica Huston
as Shiv Roy in Succession (80s)
Rene Russo
as Shiv Roy in Succession (80s)
Holly Hunter
as Shiv Roy in Succession (80s)
Jamie Lee Curtis
as Shiv Roy in Succession (80s)