Moved computers - Error messages - podcasts won't sync - multiple problems

I just moved my itunes and ipod from a macbook to a PC (I love the apples but I can't afford to buy them).
When I plug in my ipod I get two very similar error messages that must be cleared before my ipod will sync (which is very annoying if you're in a hurry and you plug in your ipod and expect it to sync and don't notice the error messages come up and then come back a few minutes later and nothing has synchronized).
The first is:
"Some of the items in the iTunes library, including "How Microsoft Deployed and
Architected SharePoint Server 2007", were not copied because they could not be found." and then at the bottom it says there are 87 total problems and I can click the + if I want to see all 87 problems.
How do I fix that?
Also I'm trying very very very very very hard to get Real Time with Bill Maher Episode #165 to move from my iTunes (where it rests tauntingly) to my iPod (which has only 1 brief video episode of "new rules". I've tried many different settings in the sync area including "sync the 5 most recent items", "sync the 5 most recent unplayed items", "sync all items", etc. but nothing I try moves this over.
Please please please, how can I get Episode #165 onto my iPod before I die of old age?

I am having the same problem.  iMessages sends and sync with my iphone 4s and ipad, but even though I'm signed in on my mac with iMessage, I can't send any mesages and they don't sync with the messages sent from my iphone.   I am signed in with my AppleID on the mac, and I get the confirmation notices on my iphone and ipad, but I can't send send or receive iMessages on the mac.
I've tried the numerous fixes suggested in other articles, such as signing in and out on all my devices (starting with the iphone first), deleting plist files, uninstalling Flash player, resetting the PRAM, repairing disk permissions, booting in safe mode, but nothing works. 
I have a MacBook Pro 17" running the latest version of Mavericks with Messages version 8 (4226). 
My iCloud account is a different login than my AppleID I use for the iPhone, iTunes, and Messages, but that's because it's the AppleID that is tied to my cell phone number. 
Thank you for the help. 

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