This is my biggest complaint about Android. I have one of the original Droids, and it's already obvious that Verizon/Motorola aren't going to do more than the minimum amount of upkeep from now on.

I have an original droid as well and you should seriously consider rooting it and putting something like cyanogen mod on it, it works well on my end. (Though I seriously doubt me buying another android phone that isn't something like a Nexus phone).

I am running an alternate firmware, but I don't like that I have to do so much fiddling.

That's not the point. I shouldn't have to root the phone in order to get bugfixes.