Sounds like it might be Full Tilt by Neal Shusterman. It was originally published around 2003/2004 and when I did some googling I found this quote in an ebook version of it: I should have known the night was jinxed when Quinn lost his hat on the Raptor. No, his hat featured a rude cartoon of a hand with its middle finger up. He loved that hat.
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I should have known the night was jinxed when Quinn lost his hat on the Raptor. No, his hat featured a rude cartoon of a hand with its middle finger up. He loved that hat.