Yes, faily easy with decent instructions on the website.
Did it reformat your iPod HD upon install? I can't afford to lose all the music saved on mine....don't ask. I hadn't consolidated my libaray when my old comp died and now whatever's on the HD is there and only there.
No, it won't or shouldn't, but you still need to back-up yo ****.
If you don't want to use iTunes there are plenty of other iPod utilities to backup and copy files to it. (Just Google Search).
Well, see here's the problem, you know when iTunes asks you if you want to consolidate your library? I hadn't in a while...the library was shared communal from a few different sources and wasn't consolidated (i.e. all files in the same iTunes folder) when I went to import everything on my iPod from the iPod to the new computer I found that the new iTunes couldn't find all the music on my iPod. so, if that makes any sense, you'll understand why it's important to me. totals about 1400 songs that I'd potentially lose because they exist solely on my iPod and the peoples computers from whom I got them. I contacted apple and they basically said "*****, youshould have consolidated them, you're SOL" I really don't like iTunes or their lack of format variety and want to fix that.
Yes iTunes to iPod is a one way street.
500 Songs Computer a --
500 Songs Computer b -----> = 1500 tunes on the pod.
500 Songs Computer c --
If you make changes to the pod, iTunes will overwrite those changes.
So now you have:
??? tues on your computer ---> 1500 on iPod.
What you need to do is this:
Get a 3rd party application, there are some free ones. Last one I used was called pod player or something.
(set iPod to use disk mode, disable iTunes, connect iPod, launch utility.
iPod 1500 Songs ---> copy all the tunes off iPod to your hard drive or your computer.
After you do that, you *could* fire iTunes back up, drop all the music on iTunes so it knows where all the tunes are and over write your iPod.
Or just stop using iTunes and use the 3rd party utility. But currently you _need_ to copy all your stuff off your iPod.
(I have about 80gb of music, only 20 of which is in iTunes at any given time, because I don't let iTunes mess with my stash).
Make sense?
Here is one utility, can't vouch for it's usability though:
vpod
Took several installs to get it to run, but it seems to be working now. B) 
