The thing about this little phrase is that actually, if you were good enough, you could hypothetically win them all. It's just that none of us are good enough. Sort of a downer. It reminds me of the movie "Pleasantville" from a few years back (holy heck, 12 years ago!), starring Tobey Maguire and Reese Witherspoon and the guy who looks like Jiminy Cricket (Don Knotts).
There's a part in the movie just before life is in technicolor, just before things stop being constantly pleasant, so to speak. The basketball players miss every single shot causing them to lose. The coach pulls one of the players aside, and says, "You know, you can't win 'em all," and the player doesn't understand. The only response he can muster is this: "But, we do. We always win them all." The thing is, that makes this so sad, is simply that it's not the phrase that's false, it's the fact that as humans we innately fail.
Talk about two downer posts in a row!
Fact: Don Knotts is Jiminy Cricket:
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