(Credit: Netflix)

The weekend is here, and it’s time to pick a movie on Netflix. Not every movie needs to be big, loud, or emotionally devastating. Sometimes, all you want is something easy. Something with just enough stakes to keep you interested, but not enough to stress you out. Win It All is exactly that kind of film: a small, shaggy little comedy about a guy who cannot stop making bad choices, and somehow, you end up rooting for him anyway.

The movie stars Jake Johnson as Eddie, a guy who is allergic to stability. Basically a Gen Z in the body of a millennial. He works random jobs, gambles away whatever money he has, and drifts through life in that charming-loser way only Jake Johnson can pull off. Then, one day, he agrees to watch a duffel bag for a sketchy friend who is going to prison. He is told not to open it. Naturally, he does. And inside is a whole lot of cash. You can guess where this is going.

But Win It All is not trying to surprise you. It is not a twisty crime drama or a high-octane gambling thriller. It is more like the cinematic version of watching your friend slowly dig themselves into a hole while swearing they have got it under control. Directed by Joe Swanberg, the film is loose, improvised, and grounded in character rather than plot.

That is what makes it work. You do not watch Win It All to see what happens. You watch it to see how Eddie handles what happens. You watch it because his screw-ups feel familiar. Because his wins feel earned. Because it feels good to root for someone who is not a genius, not a villain, not a tragic hero, just a guy trying, failing, and trying again.

There is something incredibly refreshing about how low-key this film is. It does not try to teach you a grand lesson. It does not dress itself up as an edgy antihero story. It just shows a man circling rock bottom and deciding, almost accidentally, to turn his life around. Jake Johnson is magnetic in that messy, relatable way. He makes you care, even when his character is making the worst possible decision at the worst possible time.

And the supporting cast only adds to the charm. Aislinn Derbez brings warmth and groundedness as Eddie’s love interest. Joe Lo Truglio shows up in a rare dramatic role as Eddie’s brother, who is tired of picking up the pieces. Every interaction feels casual and believable, like you are watching real people figure things out in real time.

What also sets Win It All apart is its length. At just over 80 minutes, it never overstays its welcome. It gets in, lets Eddie screw up, stumble forward, maybe learn something, and gets out. There is no filler, no fluff, and no unnecessary detour. It respects your time while still giving you a full, satisfying story.

For a platform packed with heavy thrillers, grand romances, and emotionally draining dramas, Win It All is a rare kind of watch. It is not trying to impress you. It is not trying to shock you. It is just trying to be a good hang, and it is. If you are looking for the one underdog comedy that actually feels human, this is the one you need to queue up next.