I've wondered a few times about jailbreaking mine, but have yet to take the plunge. If the 3.0 update is all it's cracked up to be, quite likely I won't.
But...
As far as I can determine, if you've jailbroken your phone, and something goes hideously wrong, if the worst comes to the worst...
You can still slap it into recovery mode and restore the official firmware through iTunes without breaking sweat, making it all happy and 'legal' again. I really don't think you lose anything by jailbreaking it at this stage...
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