9. Funny People (2009)
Audiences went into Funny People expecting one thing, only to come out the other end with something totally different. Helmed by Judd Apatow during his hot streak, Adam Sandler plays a terminally ill comedian and movie star who befriends an up-and-comer (Rogen) and hires him as an assistant. Despite its title and marquee stars, Funny People isn’t a laugh-a-minute riot (which certainly many thought it would be). Instead, it’s an anxious dramedy about mortality and artistic expression. Sandler is a particular standout, practically playing himself but in a way that opens him like a bleeding wound.