How to Lose Friends & Alienate People (2008)
Well, let's see. We've got "our hero" (loser with hidden depths), the "right girl" (smart with obvious depth), the "corporate douchebag" (successful but shallow), the "wrong girl" (uh, successful and shallow).
If you guessed the hero would go for the wrong girl while the right girl would go for the douchebag and that, when they finally get it right by choosing each other, the movie will end...well, you're either psychic or this movie isn't trying all that hard.
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