[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/8ebab794464e3a32e060e86c6d471e68.jpg]]
[[caption-width-right:350:You can't lose them all.]]

''Win Win'' is a 2011 sports comedy-drama film directed and written by Tom [=McCarthy=].

Attorney and volunteer HighSchool wrestling coach Mike Flaherty (Creator/PaulGiamatti) is running out of money, with both his house and his office needing repairs. Out of desperation, he arranges to become the guardian of a rich, elderly dementia patient to get the $1500-a-month stipend from the state and puts the old man in a nursing home paid for by the client's own estate. Things get complicated when the old man's teenage grandson unexpectedly shows up, having run away from home. At first sullen and uncommunicative, Kyle later warms up to Mike's family and starts wrestling on Mike's team - as it turns out, he's a talented wrestler who seems destined for a bright future. Then his mother, Cindy, shows up, fresh from rehab...

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!!This film contains examples of:

* AmoralAttorney: Debatably Mike, another attorney calls him out on this.
* BerserkButton: Kyle feels a great deal of animosity toward his mother; the mere sight of her can cause a sudden and jarring emotional reaction.
* BleakAbyssRetirementHome: While the nursing home seems to be decent, you can't blame the old man for being upset about being forced there.
* CallBack
** The croquet match.
** What Mike is doing in the ending is mentioned earlier.
* DownToTheLastPlay: Down to the last wrestler, if he doesn't get pinned, their team wins the match.
* EmoTeen: Kyle.
* {{Foreshadowing}}: Mr. Poplar referring to "his park."
* HappilyAdopted: [[spoiler: In the end, Cindy finally decides to give Mike and Jackie full custody of Kyle, who couldn't be happier.]]
* HappilyMarried: Mike and Jackie Flaherty. Their relationship can get harried, but it's ultimately a loving and commited one.
* HouseWife: Jackie Flattery, Mike's wife appears to be one.
* GoodSmokingEvilSmoking: Mike buys a pack of cigarettes and lights up next to the dumpster behind the store when he gets ''really'' stressed out. Kyle smokes[[note]]though is never seen doing so up close, since not only is his actor underage but also a championship-level student athlete[[/note]] but quits when he joins the team.
* IllegalGuardian: Technically, Mike to Mr. Poplar.
* LovableJock: Kyle is an incredible athlete with great potential. His teammates all love his enthusiasm and commitment, and eventually accept him as one of their own.
* MamaBear: Jackie starts to become one for Kyle. When Cindy comes to take him back, she looks like she's ready to attack her.
* NewTransferStudent: Kyle, originally from Ohio and even has a tattoo of the state of Ohio, moves in with Mike's family in New Jersey.
* PutMeInCoach: One of Kyle's friends on the team - a scrawny teenager who has never wrestled in a match before - wants to wrestle at Kyle's weight class. Kyle agrees to step aside and convinces the coaches to allow his friend to wrestle.
* UnderdogsNeverLose: [[AvertedTrope Averted]] with Mike's team being the underdogs and not having won a match all season, and only winning one by the end.
* UnnecessaryRoughness: [[spoiler: {{Subverted|Trope}}; Kyle resorts to fighting dirty in a match after his BerserkButton is pressed.]]

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