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If someone is a jerk, never contributes to the social good (however that may look, there is room for interpretation here), never pulls their weight, why do they expect to still be taken care of by the group?

Well some DO... but their trick is to not be expecting anything from others, and being snarky instead. Then you get all the love.

No matter what, I'm sure that we'll all agree on the notion that expecting is for losers.