ITunes crashes when syncing ipod touch

I'm currently having multiple problems with my daughter's iTunes/iPod Touch. Here is some general information, we have an HP running Windows XP with SP2 Media Center edition. The iPod touch is 6 month's old ($399), 16 GB and was bought with Jan soft upgrade(not sure what that means but I think it was version 2.0?).
Last night the touch was sync'ed. iTunes was on 8.01 (not exactly sure of version, think it was 8.01) All music and videos were erased from the iPod. Software on iPod kept rolling back and ended up stoping at 1.1.4. I tried to update the software on the iPod but it kept disconnecting while sync'ing. I had to stop sync'ing so I could download 1.1.5 and load the software on the iPod touch. I want to update to a newer version of iPod touch software but now since I'm on an old version iTunes wants another $10 to upgrade. So I don't know how to get on the version I think I started at 2.0?
This morning I updated iTunes to latest software 8.02. I was able to get music to load but iTunes would seem to randomly crash. I watched and noticed that any video file would crash iTunes. I went in and changed the sync options:
check - open iTunes when ipod is connected. all other options unchecked.
on music tab:
check - sync music, all songs and play listed
unchecked - all other options (ie include music videos)
on movies, TV shows, and podcasts: unchecked all sync.
I now have all music sync'ed. I can't get any video to sync. Music video's purchased from iTunes store won't sync.
Any idea how to update software on the itouch? Any idea why the video's won't sync?

After spending 75 minutes on the phone with tech support, we found the problem was associated with the Windows XP user ID. We created a test user ID, logged on and populated iTunes with video and music. When we sync'ed the iTouch everything worked. I don't know how this problem occurred.

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