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If I'm rooted, and decide later that I want the OTA will I be able to get via download or anything (i know that rooted droids cant receive ota's) or am i out of luck if I miss the original ota?
That is probably the best idea. Plus if you are already running a 2.1 ROM these will simply get updated with more stable/better code since they will have open access to the actual 2.1 base for DROID...so you might as well just keep updating what you have.