Motorola Droid 2 : 2.3.20 OTA Update / Downloading A Custom Rooted Rom

I've scoured forums and seem to see only talk about people receiving the OTA, or using the About PhoneCheck for updates to get it, or downloading a custom rooted ROM with it.

I have a normal, unrooted D2 and I've not had an OTA, and every single time I try to do the check for updates, here is what happens:

Over wifi: The checking for updates spinning circle never stops.

Over 3g: Message Box: "Check for update was not available at this time. Try again later."

I've had this since result the 28th of October. Am I missing something?