You can root the Droid 1 very easily. From what I understand, the new Droid 2 and Droid X have new provisions that if the bootloader doesn't match what your carrier put on there, then it bricks the phone.
Also, the faster the CPU is, the shorter the battery life will be. Same with the screen size. Bigger the screen, the shorter the battery life.
If you're not into modding your phone, then the Droid X, HTC Incredible, and the iPhone all good choices.
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