Small problem transfering songs and video to ipod

hey everyone.. so ive had the new ipod for about 2 weeks now, and i will say this, i have greatly enjoyed it and have had almost no problems with it, except for the one i bring to all of you today..
ive been searching the boards all morning and havent seen this problem addressed or answered..
ok, so here goes.. i have 2 cds that i purchased on itunes and 3 videos that i put on itunes that were converted with videora. these certain files show up on itunes but dont show up on my ipod..
here is what i have tried in means of troubleshooting.
i have tried to change the tags, in some cases itunes recognized it and updated it to my ipod. i see it transfering, so i say ok cool, then go to my ipod and the files arent there.
i have tried to put the ipod on the updater and erase everything and try to update it again with all the files, once again, it shows it updating but once i go to the ipod to listen or watch these files, they arent there..
now while these files arent ones that i absolutely have to have and listen to everyday, its still a bit upsetting that i cant play them on the occasions that i wish to..
so if anyone has any advice before i decide to take it to the apple store, it would be appreciated!
other than that, new ipod is awesome i love it!
-gary

I was able to transfer sogns from Frost to Itunes, but don't know how I did it. And now I need more and can't remember how. Were you ever successful in retrieving "coherent" directions?? Let me know.
THX

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