Alright.. Well I finally got an Ipod (32gb Itouch) and realized that organizing all 60+ gigs of music I have is going to be a royal pain in the dick. Any suggestions?

One of the best things that I have come across is the feature where iTunes shows you what duplicate files/songs you have on file. I had 78GB of music at one time, and it turns out that I was able to delete 3GB of it just by getting rid of the duplicate files.
Also, I have a tendency to convert all of my files to 128kbps MP3 files. The quality coming out of an iPod can't really be distinguished between that and a 320kbps file, so I am able to have a file 40% of the size that is basically the same. That cut down 13GB of it, and left me with 62GB of music.
Be warned though, converting all of those files to 128kbps will take several hours, so you may want to let it run overnight.
Unfortunately, yes.How do you use that feature? I have 1000s of duplicated. Do you have to check them one by one?
I have 14000+ songs, I rip every tag out (id3 remover) and rename them(ant renamer) to
BandName - SongName
The touch has a by letter scroll, so I can be on the band I want to listen to within a few seconds.
No organization or hassle needed.
Both applications are free.
This is an good information you people has provided to me. Even I'm crossed over such kind of problem.
Let me use the ITunes to avoid duplicate files.
Thanks
...why you have 60 gigs of music is beyond me.
Phfff, 60 gigs? Close to 750 gigs here... which is just a fairly average well rounded collection IMO.