How can I compress the audiofiles on my hard drive as it is full.

I have just bought a Classic and have been busy converting my audiofiles to AAC files to sync to my iPOD. However, my hard drive is now full but I am under the impression that if I copy any files back to my external hard drive I will lose them when I sync with my iPOD.
Is there any software I can use to compress the file size of the audiofiles I am storing in MY MUSIC within MY DOCUMENTS. My iPOd indicates that I have used 11.85 gig out of a possible 80 gig but my PC indicates that the hard drive is full with 38.5 gig taken up out ofa possible 40 gigs. I have no other significant files on my PC.
I am sure this is common problem. Please help
Thanks
bennyboy1965

A 40GB drive is only going to have ~37.5GB, not 40GB or 38.5GB.
If your 40GB HD has 38.5 GB used, you better (quickly) delete some files as Windows needs room on the boot drive to function properly.
Generally, you should have at least 10%-15% free space on the boot drive.
have been busy converting my audiofiles to AAC files
Are you deleting the original after you convert them?
What are you converting them from? iTunes and the iPod can play WAV, AIFF, MP3, AAC and Apple Lossless so if they are alreay in one of these formats, you do not need to convert them.
As Meg noted an external HD is probably your best option.
You can use it to store all your music and also make a backup (very important) of your internal 40GB drive.
You can get 250GB external drives for $50-$100.

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