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The firmware on the click-wheel iPod is very simple and doesn't have a lot of "extra" features. It also doesn't allow you to drop music on it; it has to go through iTunes. Are there alternate OSes for the click-wheel iPods?

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If you downvote, please comment and tell why you downvoted!! A downvote is useless if you don't give a reason for your downvote. –  daviesgeek Jan 31 '12 at 19:17
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up vote 1 down vote accepted

An alternate OS is Rockbox. It is a free firmware replacement that works on many music players. Rockbox supports:

iPod 1g through 5.5g, iPod Mini, iPod Nano 1g and iPod Nano 2g

One downside to Rockbox is that you have to make your iPod a Windows formatted partition on a Windows computer.

There are many different themes for Rockbox. Here's an example of just one:
Rockbox Karma

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