Is my internet security keeping me from transferring library books to my iPod nano?

Hello jj83matt,
 
Welcome to the Webroot Community Forum,
 
I have an iPos Nano and I've got my plugged in and it's transferring to iTunes but I can't be sure about transferring library books to the nano. I don't think Webroot would stop the transfer of your library but...also make sure iTunes is updated maybe?
 
Edited: You can shut down Webroot and see if you can transfer library with Webroot shut off temporaily.
 
There is a couple of places you can check. Look here at the KB Guide
 
Here is Managing Protected Applications.
 
Are you using a Mac or iPad or PC?
 
You can trouble shoot this with a Google search. I found an article here
 
 
Hope this helps!
 
 
Kind Regards,