Suggestions by @pendulumfilms

Viggo Mortensen

as Lou Jacobs in Training Day (2011)

Albert Brooks

as Doug Rosselli in Training Day (2011)

Glenn Morshower

as Stan Gursky in Training Day (2011)

Tim Roth

as Roger in Training Day (2011)

Jeff Garlin

as Manny Riskin in The Wolf of Wall Street (2003)

Vin Diesel

as Brad in The Wolf of Wall Street (2003)

Donald Sutherland

as Max Belfort in The Wolf of Wall Street (2003)

Tom Cruise

as Mark Hanna in The Wolf of Wall Street (2003)

Ethan Hawke

as Agent Patrick Denham in The Wolf of Wall Street (2003)

Seth Rogen

as Donnie Azoff in The Wolf of Wall Street (2003)

Charlize Theron

as Naomi Lapaglia in The Wolf of Wall Street (2003)

George Clooney

as Jordan Belfort in The Wolf of Wall Street (2003)

Giovanni Ribisi

as Danny Azoff in The Wolf of Wall Street (2003)

Jake Gyllenhaal

as Jake Hoyt in Training Day (2011)

Jamie Foxx

as Alonzo Harris in Training Day (2011)

Charlize Theron

as Naomi Lapaglia in The Wolf of Wall Street (2003)

Brad Pitt

as Jordan Belfort in The Wolf of Wall Street (2003)