So, can I get some clarification?
If I bought my Droid in December 2009 am I eligible for this? Seems to be a lot of conflicting information about this.
No.
Contracts are 2 years. On a $59.99 baseplan or higher, you will be eligible for an annual upgrade. This whole promo is to basically early upgrade peoples contracts who are ENDING on new years eve.
If your contract (2 years) is up AFTER 12/31/10 you are NOT eligible for this promo.
Your contract, (meaning the date that you can end your service with Verizon without paying any termination fees) ends 12/11. So you don't qualify for this, but this upcoming December you may qualify for an annual upgrade (not meaning end of contract) as long as you are on a $59.99 or higher plan.