Trouble Syncing TV onto iPod

I bought a TV show from the iTunes store and want to sync it/put it onto my iPod Nano (5th Generation).
When I connect the device to my computer and go to Library > iPod (right hand corner) > TV Shows, the show I want to get onto my iPod is there, but when I hit "Sync" at the bottom, it does not transfer to my iPod.
In the settings on that screen, I have selected "Automatically include all episodes of all shows." I also have selected "Sync TV Shows ... 2 episodes."
If anyone could help, that would be appreciated.
Thank you

Greetings Joe B R,
Welcome to the Apple Support Communities!
I understand that when you connect your iPod nano to your computer, iTunes does not recognize it. In this situation, I would recommend working through the troubleshooting steps outlined in the attached web link. 
Apple - Support - iPod nano - iTunes Troubleshooting Assistant

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