Suggestions by @starsetcarnivore

Zohan

as Adam Sandler in Ranking Characters By Actor

Lenny Feder

as Adam Sandler in Ranking Characters By Actor

Henry Roth

as Adam Sandler in Ranking Characters By Actor

Robbie Hart (The Wedding Singer)

as Adam Sandler in Ranking Characters By Actor

Nicky (Little Nicky)

as Adam Sandler in Ranking Characters By Actor

Longfellow Deeds

as Adam Sandler in Ranking Characters By Actor

Happy Gilmore

as Adam Sandler in Ranking Characters By Actor

Charlie Fineman (Reign Over Me)

as Adam Sandler in Ranking Characters By Actor

Billy Madison

as Adam Sandler in Ranking Characters By Actor

Sonny Koufax

as Adam Sandler in Ranking Characters By Actor

Donald Rumsfeld

as Steve Carelll in Ranking Characters By Actor

Trent (The Way Way Back)

as Steve Carelll in Ranking Characters By Actor

Cal Weaver (Crazy, Stupid, Love)

as Steve Carelll in Ranking Characters By Actor

John E. du Pont

as Steve Carelll in Ranking Characters By Actor

Dodge (Seeking A Friend For The End of the World)

as Steve Carelll in Ranking Characters By Actor

Frank Ginsberg

as Steve Carelll in Ranking Characters By Actor

Andy Stitzer

as Steve Carelll in Ranking Characters By Actor

Hammy

as Steve Carelll in Ranking Characters By Actor

Brick Tamland

as Steve Carelll in Ranking Characters By Actor

Evan Baxter

as Steve Carelll in Ranking Characters By Actor