Win Win (2011)

Mike Flaherty (Paul Giamatti) is struggling... by day as an attorney with a practice going under, and by night as the wrestling coach of a team too pathetic to be called underdogs. Wanting to keep his wife (Amy Ryan) and daughters unaware of his financial woes, Mike volunteers to be the legal guardian of Leo (Burt Young) his court-appointed client who suffers from dementia and, more importantly, lives off a monthly stipend. However his plan to handle Leo's finances goes array when Kyle, (Alex Shaffer) the old man's troubled grandson arrives. That is until Mike discovers the teenager is a wrestling prodigy who just might just be the key to saving his losing team. Mike hopes for the best of both worlds, but will it be a win win? For fans of half Cuban hottie Bobby Cannavale (Boardwalk Empire, Blue Jasmine) the answer is a resounding yes! Playing Terry Delfino, Cannavale puts the ass back in assistant coach, pulling down his pants and treating us to a full mooning. Giamatti's character commemorates the moment by taking a picture, as did we.