1) What phone should I go with?
I vote droid X if anything
2) I bought my OG Droid from Best Buy and not through Verizon, extended out for 2 more years, yadda yadda. If I were to put this "new" phone on my account as a replacement for my OG Droid using my current phone #, would I get dinged for the difference between regular price and the discounted price I paid for the OG Droid?
They will not charge you anything. Once you purchase equipment its yours to use or deactivate and let sit on a shelf.
There are several people i know who get phones from various places and are basically "upgrading" on a monthly basis.
I vote droid X if anything
2) I bought my OG Droid from Best Buy and not through Verizon, extended out for 2 more years, yadda yadda. If I were to put this "new" phone on my account as a replacement for my OG Droid using my current phone #, would I get dinged for the difference between regular price and the discounted price I paid for the OG Droid?
They will not charge you anything. Once you purchase equipment its yours to use or deactivate and let sit on a shelf.
There are several people i know who get phones from various places and are basically "upgrading" on a monthly basis.