[evoxed]

You can do this with Applescript as a folder action. You can see how to do this here: http://dougscripts.com/itunes/itinfo/folderaction01.php

I was thinking that you meant live monitoring, i.e. your library would be a reflection of your directory structure with additional metadata stored in unit sections so that it scales better.

[weff]

It's nice the Applescript exists (although I was talking more about Windows) but again, it's very sad one has to use an Applescript to accomplish this, on Mac.

I mean, a solution is out there: very good. Nevertheless, it doesn't justify or excuse iTunes for not having this feature.

[gkefalas]

There's an "Automatically Add to iTunes" folder that'll do that, but it's still annoying to have to use one special folder instead of just pointing it at my regular download folder. I always forget that Apple added this. More here: http://lifehacker.com/5356619/itunes-finally-adds-watched-fo...