[sweetspot]

Check this out: yamipod It's freeware.

All iPod generations were reported to be working under: Mac OS 10.2 or newer
Windows 98SE or newer
Any linux distribution with GTK 2.0 (tested under SUSE 9.2,9.3,10.0; Ubuntu 5.04, 5.10; Fedora CORE 3 and 4; most up to date Gentoo and many others)

Here's a brief description of the features in YamiPod: stand alone program, no installation required
iPod is automatically recognized
mp3 and AAC files can be copied to/from iPod
read/write access to mp3 id3 and AAC infos
playlist support (On-The-Go included)
playlists import (PLS,M3U)
playlists export (PLS,M3U)
full unicode support
auto-download new versions
advanced song import/export settings
2 restore features
built in music player
iPod informations
2 search features
remove duplicated tracks
find lost music files
easy ratings edit
PC to iPod synchronization
create and edit notes (with unicode support)
automatically update song playcounts
News RSS and podcasts to iPod upload
Growl support (Apple only)
export song lists to HTML or plain text files
multiple iPods support
Last.fm support