My music won't shuffle

My music won't shuffle. It will keep playing the same song over and over until I manually change it. Only reason it is a big deal is I listen to it while driving and manually changing each song isn't safe while driving.

Did you turn on shufle?
Otherwise:
Try:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Reset all settings
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:
iOS: How to back up
- Restore to factory settings/new iOS device.

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Are you able to do the reset I described while the device is connected to the charger? If so, does it start? What happens then after you remove it from the charger, does the device power off? If so, then you need to make an appointment with the Genius Bar or your Authorized Apple Service Provider and have the hardware checked. It sounds as if the battery is failing.

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Choose a video in iTunes, right click on it and GetInfo.
Under options tab ,skip when shuffling, is probably selected - change it for all affected videos and you should be ok.

My music won't play on my ipod classic 160GB and it skips songs can anyone help me?

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Have you checked if your Earphones are working?
Do you get the Music menu after the reset? (what is display on the Screen? song playing)
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I am learning German and I bought a set which comes with an audio companion that you can use on your MP3/ipod. They come in units of no more than 3 minutes each and there are quite a few of them. I uploaded the content onto iTunes.
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Update to this -
I just tried changing it all back to Music, checking ''Skip when shuffling' and adding them to their own Playlist.
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I want these shuffled, but of course I can't uncheck skip when shuffling, otherwise they'll play as part of my music. Catch 22.

IPod Touch Won't Shuffle

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You can turn the “Shake to Shuffle” feature on or off in Settings > Music (it’s on by
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Recovering your iTunes library from your iPod or iOS device
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B-rock

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My music won't shuffle

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