I started blogging with iBlog in 2003. It seemed dead for a while so I moved to Bloxsom with static rendering and using MarsEdit. That sort of kinda worked with my .mac account. I wanted a more GUI and less painful solution and I moved to RapidWeaver.
All three of those blogging platforms allowed me to use my MobileMe account. RapidWeaver turned out to be nearly a disaster so I finally bit the bullet and gave up on MobileMe as a blog host and moved to a dedicated host with WordPress. Thanks to the power of Applescript, I was able to move my posts from each of these blogging platforms by parsing the raw HTML.
I used Haloscan as the commenting system for the first three blog systems. I have over a 1000 comments in a XML file but I have no idea how to import them into WordPress. Some of the comments are attached to entry titles from iBlog and are named something like “E2111612822”. I have no idea what post those comments go to.
Importing old comments is the only unsolved challenge. There’s a number of plugins that have nearly solved all my other issues such as redirect and search & replace. Not to mention to all the other cool stuff like the Yet Another Related Posts plugin. I still have several hundred broken links and google hasn’t fully got the clue that I moved all the pages, but those are things that will get fixed soon enough.
If only I can figure out the importing of comments thing.