The first 15 minutes of Win Win are bumpy. It starts out with that familiar whimsical Indie movie music that signals we’re about to meet a bunch of intentionally quirky White people who mean well in spite of the fact that they’re socially awkward and have trouble connecting. To drive home the point, the king of Wonder Bread angst Paul Giamatti is present and accounted for as Mike Flaherty, a struggling lawyer.

The cutesy music soon fades away though and the story’s choppy beginning is quickly forgotten as the characters begin to emerge as real people. Mike, a family man with two kids and an opinionated but loving wife Jackie played by Amy Ryan, is on the verge of losing his law practice. When a client Leo Poplar (Burt Young) suffering from dementia comes to him for help he sees a way out of his financial dilemma that is not only unethical but doesn’t serve what’s in the best interest of Leo. Mike’s actions, of course, will come back to bite him later. Continue reading »

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