A beautiful woman, Sandra, seduces a wealthy businessman, Miles Rennburg. Little does he realise that she has been sent to kill him at the behest of her boyfriend/crime partner, Lester. Controlling all this is Sue, Lester's wife.

After Portland slacker John Callahan (Joaquin Phoenix) nearly loses his life in a car accident, the last thing he intends to do is give up drinking. But when he reluctantly enters treatment - with encouragement from his girlfriend (Rooney Mara) and a charismatic sponsor (Jonah Hill) - Callahan discovers a gift for drawing edgy, irreverent newspaper cartoons that develop a national following and grant him a new lease on life. Based on a true story, this poignant, insightful and often funny drama about the healing power of art is adapted from Callahan's autobiography and directed by two-time Oscar® nominee Gus Van Sant. Jack Black, Carrie Brownstein, Beth Ditto and Kim Gordon also star.