Ok after I restored it, everything has been working ok, but this has happened before so, I'm still skeptical.
What doesn't make sense is that I had a 30gb Ipod Video before, and never had any problems like this with it. Now I have a 60gb Ipod Video, and I keep having this problem. If this drive letter thing is the issue, why didn't it happen with my 30gb?
Also, one thing I've noticed happen when I change my ipod settings from automatic update to manual, it gives me an error message saying "An error has occured while updating the default player for audio file types. You do not have enough access priveleges for this operation".