I picked up an iPod shuffle to use with my waterproof headphones for swimming.  They added a great feature to the shuffle that reads the names of songs, playlists and batterylife.  Since it does not have a screen to navigate by this comes in handy.  I set up the shuffle on my laptop loaded music and everything was working.  But then I decided to change computers I was putting music onto it with and then the voice over quit reading the playlist names.  It just said “Playlist 1, Playlist 2”  That’s not helpful.  Turns out the “Enable VoiceOver” setting was not checked on the computer I moved over to. Once I checked that in the Options section on the Summary page for the iPod shuffle in iTunes it started working again.

Update:  I thought I’d clarify that the iPod shuffle is not waterproof on it’s own.  I use the shuffle inside a waterproof case for swimming.  More about it here: http://www.jasonprahl.com/?p=1869