Jeremy -
I stumbled across an RE add in a classic motorcycle mag a couple of years ago, went to enfieldmotorcycles.com, and it was mostly all over except the shouting...
Stumpy is my '07 Classic, received in Oct '06. Has been absolutely dependable, and I have no urge to try and make him a freeway bike.
This design is from an era where owner maintenance is mandatory, but not overwhelming. If you read through the boards here and on the yahoo sites, there isn't much that can't be done in your own garage.
I'm very much leaning towards a Military with the AVL motor if I'm ever in a position to add another bike to the garage... but, then again, I'm fairly familiar with the workings of the iron motor, too... maybe a used classic I can turn into a Military model in U.S. desert sand color...
These bikes will make you dream...
Mike and Stumpy in Michigan