Only ever played around with one once, but what I discovered was that for things to work they have to be in their respective "iPod default" folders.
What my friend did was just drag-n-drop files onto/into the iPod root directory, and they did not work.
I ended-up (discovered) having to download and install iTunes on the PC to be able to select the files I wanted to transfer from PC to iPod (drag-n-drop does not work).
Although this was for music, assume movie files would be a very similar procedure.
>> But I just can't seem to get them onto the ipod
Just guessing now as it's been some time, but did you create a "Play list"
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