I upgraded to the latest WordPress version tonight without too much of a struggle.
The only real issue I’ve seen so far is that there is a difference in the database tables when going from 2.0.x to 2.1.x. Gone is the wp_linkcategories table in favor of link categories being stored in the wp_categories table along with post categories. This broke my sidebar a little, which was an easy fix, and I imagine it might mess up my backup script some. Also, you shouldn’t update a 2.1.x db with a backup from the 2.0.x family. My local test blog can attest to the destructiveness of this action. If I had done some reading (and thinking) before I upgraded, I might have learned all this.
The one plugin I wrote that I actually use seems to work fine, so that’s good. Also, for the one other person that uses a plugin of mine: I’ll test it at some point. Promise.
Done.