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Just because the same people win a lot doesn't mean new people can't lol.
I don't get why only the opinions of a select few should matter? Anyone can still win, so anyone should be able to decide what they would like the hat to look like. Not many people are going to intentionally want a ****ty hat because they won't win.
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The point is that people who consistently win/join should have more of a say in it since they are more likely to win the hat they're competing for. It's naive to say everyone has an equal chance of winning when that hasn't ever been the case.