So far, Typepad is working out pretty well. I was pleased with how easy it was to migrate my blog content over from Wordpress.
That's not to say I haven't encountered my fair share of annoyances so far. These have been as minor as losing some of the images I had uploaded by hand to my old server (and thus were not part of the Wordpress export), to major issues such as a change in the format of my permalinks.
However, for almost all the hiccups I have encountered, a solution was only a Google search away. Overall, the software is just as full-featured as Wordpress was, and now I do not have to keep updating every time a new security patch comes out.