ITunes re-points media to random files and locations

Question

I'm having issues where every so often, iTunes will randomly re-point media to other locations on my network.     For example:
Before - Show1.m4v points to /Volumes/mp3/iTunes%20Server/TV%20Shows/Series/Season%201/Show1.m4v
After - Show1.m4v randomly now points to /Volumes/media/mp3s/Artist/AlbumX/Song3.mp3
This happens on both my personal machine and a Mac Mini I have set up as a media server.    Mostly they are obvious because you look in iTunes and the cover art is missing.   The harder ones are when one show re-points to another in a series and you simply cannot see that its happened until you go to play the show and it starts to play some other random one.    (e.g. I want to watch Game of Thrones Season 4 episode 2, and it starts to play Breaking Bad season 1 show 5)
I have moved my iTunes library to a Synology NAS location on the network so it isn't local.  I understand there are some issues with this in the past.
My questions:  Is this normal?  Why does iTunes feel it needs to randomly re-point to media thats all over the place?    This isn't corruption, its almost like a virus or malware.
Is there an easy fix?  Because its actually pointing to an existing file, I can't click on the broken link and have it "re-find" the media file.     I could delete the target, but would have to fish for hundreds if not thousands of them.    If I rename the target directory, iTunes is smart enough to track the re-name so I can't fool it into thinking the file is missing.     I could completely delete it in iTunes and re-import, but it would create a second copy in the media folder filling up my disk.
In the case of music, I can simply delete all the local files and have iTunes match re-download... always fun with over 15k music files.
In the case of my media server, I have to fix it all manually.   This last go-around I'm looking at having to fix nearly 100 broken links for movies and TV shows.

Answer 1

I simply don't get the value of a locally attached drive
An iTunes library that works? 
About a movie/TV show match.  Legally speaking it is serves no purpose.  It is illegal in the USA and many other countries to rip DVDs.  Unless you are transferring original Petticoat Junction episodes from VHS tape you cannot legally be in possession of unprotected, matchable digital copies of a large amount of the media most people would likely wish to have available (at least I don't know of anybody who sells unprotected, digital, mass-market videos).  Yes, you can buy digital download versions but then many of those sources provide for re-download and or streaming (as does AppleTV) which negates the need for a Match service. I guess you could say, "Well Amazon [or somebody] sells digital videos, why doesn't Apple provide a Match service for those so I can stream to my AppleTV?"  I will let you think that one through and answer it yourself. On the other side of things, music can be legally ripped from CD so there's still a lot of that out there which the Match subscription serves.