So just to clarify, when I do the root should I have it in Charge Only Mode?
Follow the instructions specific to the method you are using. They are not going to all be the same. I used Pete's Root Tools and it worked perfectly. I also had it in charge only mode. My concern - and I am by no means and expert. Is that since you have tried so many different method things might be muddled. I would try and get your phone back to stock before you start playing with it again. It is difficult to completely brick a D2 but it is not impossible. Don't cut corners. Look at every detail in the instructions. Once again my advice is to start over. I don't know how to fix it but if you search this forum and others you should be able to find an answer.
::Update:: Finally got my Droid 2 rooted, I tried different root tools and computers but could not root GB 2.3.3, so I flashed back to Froyo 2.2 and from there I installed z4root and was rooted within a minute.
How To Root Your Device Via FramaRoot Without Using PC - Techies Net that will root your device within 5 seconds without changing your kernel or recovery. All this is possible even without touching your computer.