Suggestions by @ihollowood18
1,667 suggestions
John Cusack
as Kendall Roy in Succession (2000s)
Robert Duvall
as Logan Roy in Succession (2000s)
Ned Beatty
as Logan Roy in Succession (2000s)
Frank Langella
as Logan Roy in Succession (2000s)
Jeff Goldblum
as Roman in Succession (80s)
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)