ITunes not recognizing iPod and iPod tunes vanishing

I have had this happen on three different occasions now. I plug my iPod in the USB port to update my podcasts and iTunes says it does not recognize "iPodName", please run iPod updater to restore. I then look at my iPod and find that all my music and videos are gone! Each time this has happened I have had to restore my iPod then reload all my content (a painfully long experience) and I would like to find out why this is happening and if there is anything I can do to prevent it from recurring. Also, is there any way to recover the content on my iPod so that I do not have to re-transfer all the content each time this occurs?
I have also note some quirks in iTunes where some (not all) of my podcasts are not recognized when trying to update them from the Internet. It is not always the same podcast.
I am concerned that I may have a corruption in some of the iTunes configuration files and am considering a daily backup up of these files as preventive maintenance. Are they stored in a subdirectory of the iTunes folder or the program directory?
Thanks in advance,
iPod 5G 60   Windows XP Pro  

Well before you install that new Harddrive, or if your system is acting "Funky" do a backup of all your music and iTunes ASAP. go to here to follow instruction on backing up in iTunes http://docs.info.apple.com/article.html?artnum=302392
If all your music is in the "My Music" folder you can just back up that whole folder to CD. this will make a backup of all your music AND a backup of the iTunes Library file so you will not loose any playlist you have created, rating, playcounts and the like. to do that put a black CD in, goto "My Music" then at the top select Edit>Copy to folder. in the window that appears pick your CD drive, whatever letter it is (Usually D drive) and hit OK. your system may bog down for abit but once windows as made a CD image it will burn it to the CD and there you have it

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