Description of the hat unlock requirement:
at least 5 flags dismissed as helpful and at most 20% of non-disputed flags declined
Does "dismissed" mean something unusual here, or is this hat not unlocking properly? I'm not sure if that means "since winter bash started" or "since your account was created": if the former, I've flagged 8 items so far today, of which 6 were marked "helpful" (the other two are still active; none have been disputed or declined). If the latter, the flag page indicates I've flagged 391 items (plus 6 for spam), of which 1 was declined (which incidentally, I assume that was by accident, given that the question was closed soon after for the reason I flagged it for), 1 was disputed (that one was legitimate), and 21 are still open. That is definitely way under 20%.
So what's up with that unlock?
edit: it appears to be the case (further edit: this has now been confirmed first-hand) that this hat unlock disregards any flags that are the flag equivalent of voting to close. I put forth that if this is intended behavior, well, it shouldn't be (if it's to equalize the playing field for over-3k-rep people, it should just also count votes-to-close. Though granted, I suppose in the scheme of things it really doesn't matter much, as it'll all go away in a couple weeks anyway. But dang it, I want to show off all the flagging I do! :p)