Anapod Explorer 8
Anapod Explorer is a full-fledged Windows management application for your iPod. Anapod can copy your iPod's music and playlists back to the PC and integrates your iPod into Windows Explorer as a device under My Computer, providing a familiar Explorer interface to transfer and manage on-board music, playlists, contacts, notes, and more. Also includes the built-in AnapodSQL database and the unique Anapod Xtreamer web-based streaming interface. A great iTunes alternative.
Floola
Floola is a freeware application to efficiently manage your iPod or your Motorola mobile phone (any model supporting iTunes except iPhone and iPod touch). It's a standalone application that can be run directly from your iPod and needs no installation under Linux (any GTK2 distro), Mac OS X (10.3.9 or newer!) and Windows (98 or newer, including Vista).
Trail Runner
Hikers, joggers, and active folk in general should have a look at Berbie's TrailRunner 1.8 (v288) for Mac OS X. TrailRunner is a route planning software for all kinds of long distance sports like running, biking, hiking, inline-skating, skiing and more. If you ever asked yourself how long your workout routes are and what route you should choose for this evening - then TrailRunner should be your training-partner.
CoverScout
CoverScout strives to be a one-stop-app for finding, applying, editing and printing all of the album cover art in your iTunes music library. Upon launch, CoverScout displays all of the albums in your iTunes library. Select an album or group of albums and hit the search button and CoverScout searches the internet for a variety of cover choices for your review and selection. The application's image editing tools can be used to rotate, crop, scale, straighten, and adjust color levels to find the most visually appropriate cover for insertion into your library.