I think rooting the phone might be an interesting thing to do just to see how much better the phone can get. i too just did the manual update and i dont think rooting can be that much harder. if anyone roots there phone let me know what you think of your droid after you do it.
Rooting itself isn't difficult. Pretty simple process. Putting an unsupported rom entails some risks in that if it bricks your phone, you are out of your warranty, but even there I believe its pretty easy to go back to stock with a factory reset through recovery mode.
FOr now I am happy with 2.1-update1. Just waiting for Helix 2 to get its bugs fixed.