I'm not sure exactly how it happened, but when I plugged my droid in last night I noticed the charging cable was not very snug and had a lot of wiggle room on the phone's port. It actually appeared that the metal rails that hold it in place were a little bent.
However, I took the phone into Verizon and they replaced it with no questions asked. Just an FYI to anyone that is experiencing this problem as well.
Onto droid number two. To root or to wait... decisions decisions