ITunes freezes when locating video on externa HDD, and Finder dies together

To save my Mac's hard disk space, I move all of my iTunes videos to an external hard disk. As a result, iTunes won't be able to locate the files and will prompt me to locate them. No issue there.
In the file dialog box (set to column view), I can navigate to the folder containing the videos. But as soon as that folder is open, the dreaded spinning beachball appears and iTunes becomes unresponsive. Originally, I thought that it's because it's trying to load the video thumbnail, but after leaving iTunes alone for hours with no result, I can only conclude that it's simply crapped out.
Force-quitting iTunes restores some sanity. But this problem also locks up my hard disk. I can't eject it as normal, and Finder's Force Eject just produces another spinning beachball.
If I unplug my hard disk without ejecting, Finder gives its standard warning that I shouldn't have done that. But the external hard disk icon still shows in Finder. Force-quitting Finder won't restart Finder, in fact, it gives another error (an error code is provided, but I don't recall what it is now).
The only solution then is to restart my Mac.
What's the problem with iTunes?

Slightly different but related problem here. I have all my music, audiobooks and videos/movies/TV shows in an iTunes folder on an external hard disk, which I've pointed iTunes at. Anything imported is automatically stored there. I've just discovered that clicking on the "Music Videos" smart playlist crashes iTunes and locks up the machine completely, so completely that the keyboard command for Force Quit won't work and the only solution to get the computer back is to force a shut down by holding the power button down (This is on the iMac). However, I can play all the content in that smart playlist if I find it through the main library, or the TV Shows/Movies parts of the library. Any ideas?

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