17. Anger Management (2003)
Before the Bill Lawrence show Shrinking saw Jason Segel play a therapist who invites a patient to live with him, there was the comparatively more reckless Anger Management. A timid businessman (Adam Sandler) has one bad experience on an airplane that leads to court-mandated therapy with a specialist (Jack Nicholson), whose unorthodox treatments escalate to extreme degrees. Though Nicholson pushes Sandler’s buttons, it just might be the thing he needs to finally stand up for himself. Anger Management is no comedy classic, but Nicholson proves he’s a hall of fame-worthy meme machine, eclipsing a surprisingly subdued Sandler.