I have since then used Claude to update github.com/dfeich/or… (ox-tiddly, exporting to tw format from org), and it works OK, but not the other direction (that is, TW to org).
The best way is still markdown. But TW comes with too many things that require attention inside TW to make it good, you know? The different widgets and tricks it has, image locations, how you place things in the TOC - all of those things can’t be automatic, and that’s part of the friction. It’s good that it’s there, because you want to do those, it’s what leads to a good wiki, and it’s fun too - but it takes time and patience. org-mode and TW are just different animals.