@ipstenu – Yeesh, that sounds like a fair amount of hoops to jump through! Thanks for what looks like a complete rundown of the process. Thankfully my dev sites only have a few users at most.
I suppose you could hybridize the move if you have a ton of users. I.E., strip users and posts out of the DB and then use the usual export/import process to bring that data over separately after you have the single site up and running.
@esmi – I agree with your thoughts. Primarily, I’m interested in using multisite to ease the process of keeping WP and associated plugins up-to-date. Some projects stretch over several months, and it is a pain in the ass to keep all my current (independent) dev. sites updated.