Last night I took the plunge and moved this site over to Dreamhost, and upgraded WordPress at the same time. I’m sure I didn’t do it exactly right (for some reason I had to import the database twice), but everything’s apparently here. I had a few moments of frustration and angst trying to figure out the directions and then do it differently, but with Elliot’s help and some sheer willpower, I completed it about 1 AM.
I still have to mess with some of the plugins and settings, as the backup I had that included the settings was incompatible for some reason.
If you see anything amiss, please let me know in a comment (I also moved my e-mail accounts, and haven’t quite worked all of the bugs out yet).