160GB (Video Playlist Usage Help Request)

Hi all... first time posting here... first time here.
Anyway, I've got a 160GB iPod Classic. I finally placed some videos on it and promptly made some playlists through iTunes.
My problem is that I can only play one video at a time and when it finishes it starts over again (never moving on to the next video in the playlst). Also, I can't seem to skip to the next clip using the >>| key. I can fast forward or pres |<< to reset the video though.
I've noticed that when I try to play the playlist outright by pressing the >|| on the playlist (vs going to the clip as I did above), the playlist will show an "audio note" icon and then says "1 of 0" and scrolls the title of the clip but never plays the clip.
Is there something about setting up a video playlist I'm missing? Or did I make a mistake by placing all my clips into the "movies" section and then making playlists through iTunes (they all showed up mixed in with the audio playlists... but are showing up correctly in the "video playlists" section of my iPod)?
I guess I assumed I could play my video clips just like my music and my music playlists... by skipping to the next clip, making a playlist and even shuffling that playlist to get "random episodes" to play.
Am I wrong to think that or have I simply done something wrong with creating my lists or syncing the iPod.
If it helps the clips/video are in the "M4V" format.
thanks for any tips or help,
TK.

Thank you for the reply... I'm still having trouble though.
I can't seem to find the "options tab" you spoke of so I can't go any further than that.
This is what I've done so far:
Got the videos in the M4V format for iPod...
I then moved/copied them into my directly onto my iPod through iTunes, the files synced and they show up on my iPod...
I then made playlists by right clicking my iPod and using "new playlist"...
I then selected the clips I wanted for each playlist and moved/copied them to the playlist I wanted...
I then removed my iPod from my PC and am able to play any of the clips either by going to the "movies" section or by going into my "video playlists" section, but I can only play one clip at a time and at the end of the clip my iPod only restarts the same clip. I can't skip to another clip and the playlists themselves don't play as described above. In order to play another clip I have to back out of the current clip using the "menu" button and then select a new clip.
In iTunes when I right click on any of the movies I only get the following options: Get info, rating, reset play count, reset skip count, uncheck selection, mark as not new, show in playlist, copy, delete, apply sort field.
When I right click a playlist I get the following options: copy, eject, copy to play order, transfer purchases, reset warnings, delete.
I also checked all the "file, edit, view, etc" top bar options and couldn't find anything relating to "skip during shuffle".
Lastly, I've double checked my iPod settings and it appears that all my playlists are setup to shuffle and repeat.
I'm still willing to try what you said if I can find it, lol.
Here's my iTunes version: 8.0.2.20
Here's my iPod software version: 1.1.2 (iPod Classic 160GB with 148.79GB free currently).
thank you again for any more suggestions or tips,
TK.

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