[evoxed]

Do you mean just to add media/quickview playlists, or to index the entire library? (assuming the latter)

Given the default behavior of organizing all of your media within the iTunes directory, it makes perfect sense and would be a great feature. I'm sure there are other people more qualified to comment, but my first impression of the problem is that without some clever implementation there would be some major speed issues with large libraries.

[weff]

By folder watching, I mean: when I put a multimedia file in in a folder (which I've assigned to be 'watched'), iTunes updates the library. I'm very certain Windows has APIs for exactly this kind of situation. In fact, if they can do it for one folder, I'm having trouble seeing a reason why they wouldn't be able to do it for several folders.

[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...