Please Help! TV shows show up in my library, but not on iPod

I downloaded 3 TV shows which I watched on my iPod. They were in the "recently added" folder, but I couldn't find them elsewhere.
Now, after importing some music, it shows in my iTunes library but it's nowhere on my iPod.
I have tried checking and unchecking different video options, but nothing seems to work. I changed the setting for syncing +only unwatched videos+ and +syncing only checked items+.
In a nutshell, I can't seem to get already viewed video from my computer to my iPod.
PLEASE HELP! Any suggestions would be greatly appreciated!

One thing I forgot to ask is how do I avoid this in the future? If I forever lose those 3 shows it's not the end of the world, but it makes me reluctant to purchase anything else.
Is there something I can do the next time before syncing my iPod to prevent this from happening?
Thanks so much!

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