From OCAU Wiki
"Just thought i might make a post about this because of the number of people that do not like itunes, its simple enough to use etc, i guess some people feel restricted by it or some users (even though its made for n00b users) still cant get there heads around it an would like to experiment with other software.
Anyways here is the list (please note I nor other members etc will not be held responsible if you damage your ipod, or ipod firmware from use of these programs/ hacks)" - aza2001
- Hymn Project Free your iTunes Music Store purchases (protected AAC / .m4p) from their DRM restrictions with no loss of sound quality.
Others mentioned in the forum thread:
- songbird based on mozilla
- floola any model except iPhone and iPod Touch
- J River Media Centre not free