It’s probably not the best idea to leave your duffel bag full of cash with your friend whose gambling habit is out of control, but that’s exactly what happens in ‘Win It All’ (2017). Jake Johnson stars as the lovable but ever-losing Eddie, who can’t seem to win and can’t seem to stop. Add some money that isn’t his and you’ve got the recipe for a bad situation. Eddie manages to start turning things around, though, and the future seems bright...for now. Joe Swanberg directs, bringing his typical naturalistic style and improvised comedy, turning a standard gambling plot into something heartwarming and fun to watch. The rest of the cast is just as charismatic as Johnson, so every scene buzzes. It’s entertaining all the way to the heart-pounding end.

Go all in for Episode 28.