Please help....can I transfer a purchased TV show to my ipod?  Can't seem 2

Dear friends,
I've been an ipod user and itunes user for many years. I just bought a new video ipod and it has more than enough space left on it.
I bought a Law and Order SVU tv show from itunes and I have tried and tried to synch it to my ipod and either I'm really missing something obvious, or you aren't allowed to do that.
Please advise!!! I have all my music and podcasts on it just fine.
Thanks in advance,
DW
Sony Vaio   Windows Vista   new 30gb ipod

Have you updated your iPod. I know I wasn't able to sync some of my purchases to my Video iPod until I updated it.
Updating iPod
http://docs.info.apple.com/article.html?artnum=60944
iMac   Mac OS X (10.4.9)  

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