edit1: although there is a risk of bricking your phone, its definitely not a permanent brick. its all software, very easy to do a restore. i havent heard of one person permanently damaging their droid/g1/hero while rooting.
Running with the bugless rom now and have to say that I have no plans on upgrading to 2.1 until they update this rom. Super fast at 800mhz, stable as hell and the extra benefits of a rooted phone.
My understanding is that there's a good chance that the update will make the phone unrootable by the current means. It took something like a month for the droid to originally be rooted, but there's no saying how long it will take to be re-rooted if this is the case.
I originally only rooted to keep the option of doing so, but now that I've run bugless beast a few days, no way I'm looking back. I imagine once a droid optimized 2.1 gets pushed, similarly tasty things will be done with it. *That* I'm eventually looking forward to.