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I had to jailbreak my phone to get all my non-Itunes purchased music back off my PC when my old desktop computer took a dump. Other than that, I've never used any of the jailbreak features. People at work use it extensively to get free apps, hack some of the OS limitations and generally do some cool stuff, but I'm not 100% comfortable with using my phone for that.
FWIW, I would strongly look into AT&T coverage in your area before you make a switch from another carrier (if that's what you are doing). I don't make that many voice calls but I'm already sick of their coverage (dropped calls and coverage blackspots in some of the most frustrating places). I really wish I had stuck with Verizon and waited another couple of months for the Android based phones to come out. As soon as this contract is up I'm dropping AT&T as fast as I possibly can.
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