No music on iPod after sync

I've been having a problem with syncing music to iPod gen4 and and iPod gen3 for some time now. There are similar issues reported in a variety of questions on this forum: after syncing, apparently successfully via iTunes, you disconnect the iPod and the iPod appears to have no music on it. However, I have not been able to find any that present to me a working solution, nor have a found a discussions which shares particular details of the situation that I am experiencing.
After a "no music on iPod after sync" experience, the iPod will no longer function properly after this, and you have to put it into disk mode in order to connect to the computer and "do a restore." The first time this happened, I didn't know about restoring, and actually discarded the iPod (a gen 3) and replaced it with my first gen 4. Now I have an additional gen 4 (my 2nd), plus I also purchased a used gen 3 to replace the one I threw away. Each of these three devices has experienced the problem, and I can get the device functioning again after restore. All the devices seem to be in good working shape and serve me fine; I do not believe that any of them has a hardware problem such as failing hard drive etc.
The problem of "no music on iPod after sync" can be created in a repeatable fashion by choosing the appropriate set of playlists to sync. I visited an Apple Store genius bar twice now to discuss the issue, and the conclusion was that there possibly was a "corrupt file" that was causing the problem. However, I can also reliably sync the music by splitting it into smaller pieces. For example, suppose I have a group of 20 playlist folders, and I choose to sync the first 10. This can be done without problem. If I then choose to sync the last 10 but without the first 10, this also can be done without problem. However, if I sync all 20 together, then I get the "no music" screen on the iPod after the sync. So I can load and play all the music files involved with my problem. What seems to be associated with the occurrence of a "no music" event is the volume of songs that I sync.
I am working with a large number of audio files organized into a large number of playlists arranged in a somewhat large number of playlist folders, some nested inside others. I suspect that a cause of the problem may be the large number of files and/or playlists and/or folders.
For instance, in my latest experience, I worked with a collection of files that I have sitting all together in one playlist folder, that itself sits inside a higher level playlist folder.. In this collection there are 4358 "songs" (the audio files aren't actually music) occupying 1.68 GB of memory. So I have one playlist folder (level 1, let's say) that contains within it a playlist (sub)folder (level 2) that has within it 36 playlist folders (level 3), each with a set of playlists inside that together account for all 4358 songs, without any repetitions of the songs between playlists. Some of the playlist folders contain as many as 206 playlists. The playlists vary in the number of songs they contain; I think there are some with just one or two, and I now there are some with at least 32 songs.
Anyway, with the above described collection, I can sync the first half of the set of level 3 playlist folders without problem. I can sync the second half of the level 3 playlist folders without problem. But if I sync all together, I have problems.
Any ideas as to what's going on here?

Verify you have the itunes/ipad music tab set to sync music and the correct playlists selected.

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From this article: iTunes: Advanced iTunes Store troubleshooting
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For the 4th time since updating to IOS 8.2, whenever i try to add new music to my ipod through itunes, when the ipod syncs with itunes, ALL of my music is erased off the ipod.
Manually manage music and videos is selected. I do not have itunes/ipod automatically sync music. I have "prevent devices from syncing automatically" enabled.
So heres the basic rundown of what happens.
1-upload music to ipod
2-let music copy over
3-upload more music to ipod
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looking at my ipod music list in itunes, it shows all my music. when you click on them to play them, ! shows up next to ALL songs.
when you look at the music on the ipod itself, nothing is there.
this is what it looks like for the music that has be synced before, that has suddenly disappeared

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what ive discovered, after the database crashes and everything is gone, see if you can find this info out. anytime ive had this issue, there are normally a few songs that wont copy over and itunes says "could not convert"(i have itunes setup to convert songs of high bitrate to aac 128kbps). when i go to delete those songs(because they show up on the ipod, but are greyed out), thats when the database crashes, and everything vanishes.
my fix for this issue is this:
unplug ipod from computer and turn off
close itunes
restart ipod
open itunes
plug in ipod
sync ipod with itunes
copy over one or two of failed songs
watch itunes start to sync, sit at "waiting for changes to be applied" for a few minutes
watch all my missing music reappear(over the course of about 10 hours, takes a few minutes to recopy 4000 songs)
annoying and frustrating, but until apple can recognize this issue and put a fix in, this is the best solution i can think of besides throwing my ipod at the wall and fix the solution permanently. but that wont get me very far because of my lifeproof case.

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Go to http://technet.microsoft.com/en-us/sysinternals/bb896653.aspx and download ProcessExplorer.
Go to http://support.microsoft.com/kb/555665 and follow the instructions under Resolution.
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Hello Jefflo64,
Thank you for the details of the issue you are experiencing with syncing music to your iPod. For issues like this, I recommend resyncing the music to your iPod.
If you are syncing automatically, resync content to the iPod by unchecking "Sync Music" and clicking "Apply," then checking "Sync Music" and clicking "Apply" again.
You can find the syncing steps in the following article:
iTunes 11 for Windows: Set up syncing for iPod, iPhone, or iPad
http://support.apple.com/kb/PH12313
Thank you for posting in the Apple Support Communities.
Best,
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Error Box Title: mfac.exe - No Disk
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Hello kmorrell11,
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Use iTunes to restore your iPhone, iPad, or iPod to factory settings - Apple Support
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