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Short for, "You win some, you lose some". Usually employed when a situation or endeavour doesn't pan out in a auspicious manner in spite of a party's best efforts. Interestingly enough, despite the inclusion of the word 'win', ironically the phrase is often intended to console a loser.
"Wow, you spent $700 on that date and she went home with the waiter. Ah well bro, you win some..."
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A phrase lamenting that sometimes things go your way, and sometimes they do not. A proverbial shrug of the shoulders and a humble acceptance that we do not possess the power to control everything and we must be content to let the chips fall where they may.
Contrary to the vernacular... it has nothing to do with the region pertaining to Jerusalem or any other aspect of Jewish culture. Just a play on words people.
Guy: Fuck man, I took two subways and a cab to get this show and all the tickets are sold out.
Unsympathetic Friend: Eh, you win some, Jerusalem. Fuck it, let's go bowling.
Friend 1: How's it going with that new chick... the one with the bug eyes, cute tits and pompadour?
Friend 2: Eh, turns out she's got a lot of baggage and has a biting case of Baby Rabies
Friend 1: Damn, that sucks.
Friend 2: What are you gonna do?... You win some, Jerusalem.. right?
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A snarky version of "You win some, you lose some." Popularized during the 2010 Olympics when Nodar Kumaritashvili, a 21-year-old Georgian luger, was killed in a training crash. The video was widely distributed and fairly explicit, as he crashed into a steel pillar at nearly 90mph. The event spawned numerous internet memes.
Canadian Prime Minister: We spent over $100 Million dollars preping athletes as part of the "Own the Podium" program for Vancouver. What is the status of our goal?
Canadian Olympic Committee Chair: We have roughly 1/3 the medals of the USA. We are tied with South Korea, a country that does not technically have a winter.
PM: Well, "You win some, you luge some."
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