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I wouldn't put it past Valve to "rig" the contest so that everyone on every team had a chance to win at least once. Back when they had this giveaway for a chance at a "golden wrench", they said that it was totally random, when it turned out that the person who crafted something at a precise time would get the wrench.
So Drunken F00l got wind of the schedule for the wrenches to be given out and used a script to craft at the precise time and of course he got a wrench... and then got VAC banned.... and then got hired by Valve.
So yeah, Valve doesn't like cheaters unless you work for them....