I think I'm going to indeed migrate to WordPress and suck-it-up and go with a new permalink architecture.
I'll leave the old MT archives active for 5 months or so. Maybe I can learn a few htaccess regular expression tricks to make those automatically redirect to the new archives. Who knows.
Suffice to say, a lot of internal entry-to-entry links will end up broken. But what can ya do? It isn't like this is a corporate site.
In other news, Giga and I have the next Cowtown Toy Show this Sunday.
I'll be spending Saturday going through boxes in the basement to see if there's anything easily prepped to put out... and that pretty much amounts to items that have never been opened.
If I can get rid of a few bins it'd be great.
However, that is most unlikely since these toy shows are so un-Transformers friendly.

I was just going to tell you to leave it be. The transition/disruption and loss of google-benefit may not be worth the increased rebuild speed. I've been listening to you complain about the WP structure, and having to re-learn, and it sounds like you'd be better off sticking with MT.
Also, your forward/back link seems to be working now.
Now you say this after I get all excited and accepting of the fact I'd need to change.
Well. I'll update to MT 4.21 first and check out what has changed.
http://www.movabletype.com/blog/2008/09/update-advisor-movable-type-421.html
Aren't you the only one complaining about server timeouts? I haven't seen one in what seems like years.