In many ways, Win Win is a conventional tale about family values, the importance of paying it forward, never underestimating the underdog, and learning that lying gets you no where in life. Yet as you watch it, it is its conventionality, along with some more deeper struggles of anxiety and love, that make Thomas McCarthy's Win Win such a pleasure to watch. It never panders to its audience, and in many ways avoids the annoying cliches that have become so prevalent in other films of similar magnitude. This is especially true of the ending, which is not cheesy, but instead quietly poignant.
What really makes this film pop is the collective work of its incredible cast, that truly brings a wonderful combination of heart, humor, and talent to McCarthy's script. Paul Giamatti may keep playing similar, down-on-his-luck characters, but while every one of them has his signature style, he also knows that each character is different and attacks them with that in mind, and his portrayal of Mike's struggle is nothing short of amazing. Although I don't know if anyone is surprised he pulled it off. But Giamatti is not alone, as his cast of supporting characters pull their weight. Amy Ryan is tough, yet loving as Mike's wife Jackie, Bobby Cannavale is absolutely hilarious as Mike's friend Terry, Jeffrey Tambor, whose role is slight, still manages to make his mark, and as Kyle's mom Melaine Lynskey proves that she deserves better and bigger roles in years to come. Even the young Alex Shaffer holds his own against his more experienced co-stars, and brings emotion and heart to his character.
However, the film is not devoid of flaws, particularly in the second half, where it seems to drag a little bit, and the script gets a little disjointed. Despite that, I can't help but think that that is exactly what McCarthy intended, as the characters get a little haywire, so does its script. Maybe that was the point, that life is messy sometimes, and that in the end not every loose end is tied up. If that is the case, the McCarthy has proved himself to be a true master of the human experience, and has succeeded bringing a touch of warmth and realism to an uplifting tale about underdogs who rise to their full potential. Hopefully this wonderful film will be showing in a theater near you. If so, find your way to the theater. I promise it will be worth your time.
Grade: A-
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