Floola is a multi-platform freeware application to manage your iPod. It's a standalone application that can be run directly from your iPod and supports Linux (any GTK2 distro), Mac OS X (10.3.9 or newer) and Windows.
Floola automatically converts any incompatible audio or video file, allowing you to copy almost any file to it. It also allows adding YouTube and Myspace videos. It supports photos, artwork, podcasts and smart playlists.
It also allows access to Last.fm music site.
Floola works with iPod (except iPod Touch) or Motorola mobile phones that support iTunes. It doesn't support iPhone.