How many songs can iPod shuffle hold?
As many as 240 songs on the 1 GB model (based on 128 kbps AAC files at 4 minutes per song). The older Shuffle holds half that in the 512 MB model.<

When the option to "Convert higher bit rate songs to 128 kbps AAC" is selected, are duplicate files added to the iTunes library?
No. The 128 kbps AAC versions of the files are not stored anywhere on the computer.<

When you transfer songs to iPod Shuffle, is artwork stripped from the files?
No. The exception is if you select the "Convert higher bit rate songs to 128 kbps AAC" option, the artwork will not be included in the converted 128 kbps AAC versions of the files.<

Is it possible for iPod shuffle to play music when connected to a USB port even if it's not mounted or in disk mode?
No.<

How can I tell if my Shuffle is charging?
Eject iPod Shuffle in iTunes, but leave it physically connected to the USB port. On the old shuffle the front LED should be orange if it's charging (or green if it's fully charged). If it's not charging (this can happen when connected to a low-power USB port on your keyboard for example), you won't see a front LED.

How long does it take to charge the iPod Shuffle battery?
A new iPod Shuffle battery is 80-percent charged in about two hours and fully charged in about four hours.

How do I check the Shuffle battery status?
On old Shuffle - Press the battery status button on the back of your Shuffle. If the status light is green, the charge is good, an amber light indicates a low charge and red means very little charge is left, recharge to use. If no light is visible, the battery is discharged and you must recharge it to be able to use your Shuffle. On new Shuffle - Since there’s no battery check button on the new shuffle, you can check the shuffle’s battery charge only by flipping the power off and then on again. The indicator will flash green for a “good” charge, amber for a “low” charge, red for a “very low” charge, or nothing for no charge.<

Can I take a friend's iPod Shuffle and browse or play its content on my machine (like I can with other iPods)?
No, there is no manual mode that allows you to view or play the content from a friend's iPod Shuffle on your computer. This also means that you cannot load music from multiple computers or iTunes libraries onto iPod shuffle like you can with other iPods

Can I transfer data to my iPod Shuffle from multiple computers when in disk mode?
Yes, if you put iPod shuffle in disk mode, you can transfer data from multiple computers. You can only load music from one computer, using iTunes.

Can I use my iPod shuffle with both a Mac and a PC using Windows?
Yes, when you place your Shuffle in disk mode, you can use it to transfer data between multiple computers, running either operating system.

Can I use iTunes to view the songs on my iPod Shuffle like I can with other iPods?
No, the iPod Shuffle icon that displays in the iTunes Source list is actually a special playlist (like Party Shuffle). It lists which songs in the library are currently configured to be sent to your Shuffle, but not what's currently on the unit. If you see a bullet by a song, it indicates that the song was not sent. See "Some songs in your iTunes library aren't copied to your iPod" for reasons why songs were not sent to iPod shuffle.

How do I make Autofill automatic—like how automatic syncing works on other iPods?
Autofill actually requires some action. You can manually click on Autofill each time you insert iPod shuffle, or you can use the "Keep this iPod in the source list" option to click Autofill any time and then connect iPod shuffle.

Can I manually add music or do I have to use the Autofill feature?
You can manually drag songs from your iTunes library or other playlist to the iPod shuffle icon.

How can I tell if iPod shuffle is connected when the "Keep this iPod in the source list" option is enabled?
You'll see an eject button next to iPod shuffle in the Source list when it's connected, as well as the "Used / Free space" indicator at bottom of the iTunes window.

Why does iPod shuffle sometimes display a generic icon in iTunes and in the Mac OS X Finder, and how do I fix it?
Note that the iPod shuffle icon is stored on the computer with which it's being used. To correct a generic icon, sync iPod shuffle with iTunes.

Why does my iPod Shuffle name display differently in the Mac OS X Finder and in iTunes.
iTunes keeps track of the iPod shuffle name separately from Mac OS X. OS X is limited by the file naming conventions.