Win It All

"The urge to gamble is so universal and its practice is so pleasurable that I assume it must be evil." - Heywood Broun

Win It All is an unusually dark/light tale of card-gambling addiction because it subverts the usual notion that overcoming the addiction is just a McGuffin plot device. For Eddie (Jake Johnson), it is a matter serious enough to welcome us to join in his pain of avoiding the thing he loves to do and is not good at--gambling.

Eddie is asked to hold a bag while the owner does 6 months' time. Eddie is not to look in the bag, and if he is good about all this, he will earn $10,000. You can guess what happens to this compulsive gambler when he sees the money inside and foolishly convinces himself he can borrow, gamble, and return.

The pleasurable plot is that this rudderless gambler really tries to go straight, with some side roads to gambling, while his brother, Ron (Joe Lo Truglio) and sweetheart, Eva (Aislinn Derbez) try to coax him the right way. The story is never easy to figure ahead because he is such a loose cannon, capable of screwing up any good thing he starts.

Director Joe Swanberg lets us like Eddie while we're fearful of his ability to fall. We try not to invest in him, but he continues to screw up while we root. Eddie is a bit like Adam Sandler's Howard Ratner in Uncut Gems: ready to make a bad gamble at any moment but charming so we care even though we know he will disappoint us all.

The beauty of this 88 min melodrama is Eddie's character and the other characters who hope for Eddie's best. In that way Swanberg and co-writer Johnson create a semi-harrowing tale powered by character that ignores usual formula for gambling films.