Issue transferring songs iOS 8 & iTunes 12 on Win 8.1

Hello all,
Posting this in the iTunes area as I think it is iTunes having issue and not my iPhone 5.  I started having issues recently where my iPhone 5 would stop playing music in shuffle mode, and it got really annoying.  After thinking the issue was the iPhone I reset it to factory settings, re-transferred the music over and it got even worse.
After playing with the music app, I realized that the songs were listed as "present" on the iPhone but they would not play.  Hense my assumption that it is a transfer issue.  I set up the music/video transfers to manual with a downscale to AAC128Kbps.
I'm running Windows 8.1 w/ the latest version of iTunes (12.0.1.26) and my iOS is at 8.1.1.  My wife experienced similar issues, syncing from another laptop.   All my music is on a NAS, from either ripped CDs in MP3 256Kbps format or native AAC from iTunes purchases.
I'm experiencing this with both ripped CDs and iTunes-purchased AACs.
Any suggestions?  I thinking either put the music on a USB external hard drive & sync from there or try on my MacBook pro late 2011.
Thanks in advance,
JP

That seems to help only partially - I eliminated (that is actually removed all dead Feeds from my library. However there still is a significant period, where iTunes is not responding to any Input.
My guts Feeling is - the period has shrunken, however I have no measurements on that.
All in all - Situation is not satisfying, is it?
Peter

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