You Might as Well Live (2009)

A certified loser sets out to prove that he's "a real somebody" by procuring the three items that his childhood hero claims every winner has in this morbid comedy from writer/director Simon R. Ennis. Hard as he may try, Robert R. Mutt (Joshua Pearce) can never catch an even break; after failing to take his own life, he's kicked out of Riverside Mental Hospital for being too happy. Desperate to live up to his potential and prove that he's not a loser, Robert seeks out the advice of former local baseball superstar Clinton Manitoba (Michael Madsen). According to Clinton, there are three things a man needs to be whole: a woman, a nice wad of cash, and a championship ring. In no time, Robert has gotten mixed up in the drug racket, hooked-up with a roller-skating transvestite, and entered into an air hockey tournament. It may not be the most conventional path to success, but perhaps if Robert can stay true to his goal he can finally prove that he isn't the biggest nitwit in town. ~ Jason Buchanan, Rovi