IPod shuffle recognized by iTunes but can't get downloaded audio courses into iTunes and onto shuffle.

When iPod shuffle is plugged in and I go to Computer, it doesn't always show up, so maybe there is a loose connection. I jiggle it and try different things and it shows up temporarily then goes again. But the biggest problem is that I get a message saying Please Insert a Disk into Removable Disk (E:) Also, I am trying to download audio courses I bought into iTunes then onto iPod. Never had this problem before. Have downloaded with no trouble before..

I can't help with the connection issues, because that sounds like a hardware problem.
For the iTunes-related problem
Never had this problem before.
that sounds like it may be not seeing the sidebar (along left side of window), because the latest iTunes hides the sidebar initially. To show the sidebar, from the menu bar, under View, select Show Sidebar.
With the sidebar visible, iTunes (mostly) works like it did before version 11.x. Hopefully, you'll see what you need to do...

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IPod shuffle recognized by iTunes but can't get downloaded audio courses into iTunes and onto shuffle.

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