Everything iTunes

Using Launchy – The Open Source Keystroke Launcher for Windows, you can control iTunes with various commands like “rate”, next album, and even advanced tag management. [more]

Synchronise the iTunes library with all songs in your “My Music” (or user-defined) folder. It will run through the folder and add any songs that don’t appear in the database already.

As well as this “Add New Media” ability, it has options to “Clean orphaned entries”, for which you can specify what directory the file must be in to be deleted. [more]

iFixCaps is a little program which takes the songs you’ve selected within iTunes and spell checks them against MS Word’s dictionnary and at the same time fixes the case to “Sentence case”.

This requires Word (obviously) and .NET Framework 2.0 to be installed on the computer. [more]

Note: Does NOT Work with very latest iTunes – Only up to 7.5.0.* as of this post.

Discuss DRM removal of recent iTunes versions here

Strip the “Digital Rights Management” from your iTunes Music Store downloaded tracks, so you can listen to them on deauthorised computers, or on a non-iPod portable media player. [more]

EDIT: As a keen reader has pointed out, this software no longer works, due to changes made in the latest release of iTunes. Instead, use HKTunes, found on google code.

Makes your multimedia keyboard buttons work with iTunes when the program isn’t currently in focus, or is minimised.

It is common to find that, when it’s not maximised, iTunes will not recognise your media or gaming keyboard shortcuts as commands to play, pause, skip song, etc. This simple plugin fixes the problem in most cases. It saves you having to bring iTunes up on screen each time you want to use the keys. [more]

According to their site, this “mo-fo” is “the future of visuals”. Check out the screenshots if you don’t believe them!
Seriously. No words do this justice. [more]