Hi Aaron,
I’ve been dabbling in indieweb for a while now and always liked hosting my own. But sometimes the afordances of a silo are attractive. The ability to take audio contributions from anyone is hard to replicate.
Luckily the larger edutalk files are on on own site.
I am testing some scripts. We did manage to move from posterous to WordPress but it was hard work. Posterous supplied a nice export but audio files were not handled well:(
AudioBoom has an api, but afaik no well define route.
I’m having a hard job at the moment adding attachments through the metaweblog API, but I hope to get there or find an alternative.