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There are a number of [definitions] to this phrase, two of the commonest being: 1) Someone whose behaviour does not conform to society’s norms. It can be applied to a broad range of people, from those who are slightly eccentric to others who have completely lost touch with reality and need psychiatric help. The phrase can even be qualified to show the degree to which the person is affected. If the person was only mildly eccentric, they would be described as 'a bit of a whack job', if the behaviour was rather more weird then they might be described as 'a proper whack job'. If the person was seriously insane then they would be 'a total, out-and-out, raving whack job'. 2) A [professional] killing, also known as a hit. The whack part comes from the victim being killed (whacked), the job from the fact that this is done for payment by a [professional] (it's his or her job).
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