The link I'm providing in this post is the easiest way to get your phone rooted. Its a little rich in content, so take in what you can understand and don't sweat the rest. All credit goes to MotoCache1 for writing the guide in the link. And just to be safe, I don't mean to scare you off... but I AM NOT RESPONSIBLE FOR ANYTHING THAT MAY HAPPEN TO YOUR PHONE DUE TO YOU ROOTING IT. THE DECISION TO DO SO IS YOURS AND YOURS ALONE.
Root Droid 1 - regardless of OS version
Once you have completed the steps to getting your phone rooted, take a look at an app called Rom Manager by ClockworkMod. The icon looks like a black gear with an orange ring in the middle wearing a top hat. (get it? clockwork...orange...) It's a couple bucks for the premium, but WAY worth it. This is the most user friendly app by far for customizing your rooted phone with roms. you can download your ultimate droid from there. I know your pretty savvy at digging deep and finding all the fun and interesting stuff that you can understand, so get going down that path and then get back to me once you have any questions!
Got it?? Great!!