2. Funny People (2009)

Despite receiving mixed reviews upon its release, I actually though Funny People represented one of Sandlers greatest performances to date. While it
is a Judd Apatow movie and features healthy doses of the rude humour youve come to expect from both he and Sandler, its also surprisingly deep in its subject matter and flat out relies on Sandler for much of the emotional weight. Didnt see that coming did you? While Funny People boasts a stellar comedic cast (including Seth Rogen, Jonah Hill and Leslie Mann), its Sandler who really shines as Geroge Simmons, the behemothic comedian whos knocking on deaths door. He brings a sense of deep sadness, of nihilism to the role and he does it so well that when you also factor in the comedic requirements of the part - Im convinced even an Oscar winner couldnt have done a better job.