The film doesn’t feel like a fiction. Instead, it plays like one of those great stories you hear late night over beers, and marvel, thinking, “That’s so wild it can’t be true… But I hope it its.”

Funny, warm, and broken-in in all the right ways, Win It All marries Swanberg’s loping, observational style with a plot that wouldn’t have been out of place in an old-school Warner Bros. melodrama, and ends up dealing a surprisingly strong hand.

Win It All is just the latest stellar collaboration between Swanberg and Johnson.... This is their most conventional film in terms of story arc, but it still has a nifty, indie-without-trying-to-be-hipster feel.

This isn’t about the inner mechanics of the game, and it’s not even strictly a film about gambling, per se. It’s a dense character study that rests on the shoulders of Johnson, who delivers his strongest performance to date, casually handling every scene with a magnetism that recalls the likes of ’70s era De Niro or even the aforementioned Caan.

By making a satisfactory crowdpleaser that doesn’t overextend itself, Swanberg has delivered his most traditional movie to date — and for this prolific filmmaker, who spent ages defying conventions, that’s nothing short of a radical step forward.