The same software developer who created the iTunes Playlist Exporter has created another useful third party tool for Apple’s iTunes media manager. The software is called iWatchSyncer and its main purpose is to monitor a folder on the local hard drive for new music to synchronize it with the iTunes software. The software has been designed to be foolproof. All the user needs to do is to pick a folder on the computer system that should be monitored for new music files.
The only other available option is to select a playlist to be created or extended with the music that is found in the monitored directory. This is an optional step though and not required for the music import to work properly. The software will check the folder for new music periodically and add it automatically to iTunes whenever new music is discovered in that folder on the drive. It looks like the interval is set to 1 minute as music that is moved to the folder gets quickly added to iTunes all the time.

The program has to be running in the background for this to work properly. It uses quite some computer memory (34 Megabytes on a Windows XP test system) which might make it to memory hungry for some computer systems. Could be worth a try for users who regularly add music to a specific folder and its subfolders on a computer system though. The music does get added to iTunes regularly as well.
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Again Martin, thanks for the great review :)
Hmm I didn’t check the memory usage, I will keep that in mind when I get a newer version out!
Indeed there is an interval while files are added, this to allow windows to do his copy/move procedure.
Depechie the memory usage can be that high if music has been found and is transferred but it would be nice if the program would use less when sitting minimized in the system tray.
any chance/ideas for an OSX solution to this?
@seth: sorry… I have no experience in any other OS then Windows.
itunes library updater does the same, more and better and doesn’t occupy your whole memory.
@Goddert: Indeed, but if I’m not mistaken it will not do it ‘on the fly’, it will only ‘sync’ when you execute the program. What I was looking for, was a small application that will add files/folder each time I copy them into the iTunes library directory…
@Martin: You are right! I’ll take a look at it to see what I can do about the memory usage.
@Depechie
Correct. Usually I know when I add some music and launch it manually afterwards. But I see the point …
One could use Filenotify (xtware). Likewise small app to observe a folder and launch another application upon a change. (choose the first version – it’s freeware and only 73k)