iTunes, like a number of other programs for all platforms, makes for a decent manual tag editor. it can do single and multiple files without a problem. However that's about where it ends.

Unfortunately it doesn't do anything for recognising directory structure on disk to aid in tagging, nor as you mentioned, filenames. So if you start with very few (or gasp, no) tags, you're pretty much SOL. You won't know what's what, and therefore have no hope in the world of manually tagging anything.

Dr.Tag is my number 1 over-all, but Tag&Rename's Amazon look-up feature is very slick and I've used it numerous times to lessen the amount of typing that needs to be done. I've paid for both of them and for a long time I had abandoned Tag&Rename (until I found the Amazon feature was useful). I'm really hoping for an update to Dr.Tag but I'm not holding my breath (they've been promising one for well over a year).

So I guess I just add that to my list of sorely missing applications for Mac OS. Right up there with a good text editor. Tthere are likely a dozen or more text editors for Mac OS X - they all suck. "Real bad." Give me TextPad, UltraEdit or emEditor (though I haven't used this one personally) any day.

Loren, good to know stuff is working for you now. Apple stuff does tend to work, but when it doesn't, it's usually something catastrophically important (for instance the main reason I don't use iPhoto is because it's a pain in the ass to simply "VIEW" images - and Preview really stinks for anything but single images).

Bruno