Certain MP3s won't work on my iPod

I have a few mp3s that won't play on my iPod. They are DRM-free and play perfectly fine in iTunes. However, when I try to play it on my iPod, the first 30 seconds will play fine and then it'll stop and go all the way back to the beginning. If I go to a later point in the track, it still will not play successfully. Any help would be appreciated.

- Reset the iPod. Nothing is lsot
Reset iPod touch: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Purchase/install any new app
- The remaining items of

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- Try cleaning out/blowing out the headphone jack. Try inserting/removing the plug a dozen times or so. (this was already sugested) There is a little switch in the headphone jack that disconnects the speaker when the headphone jack is inserted.
Try the following to rule out a software problem
- Check also Settings > General > Accessibility > Hearing. Make sure that the sound balance is not set all the way to "R".
- Reset the iPod. Nothing will be lost
Reset iPod touch: 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
- Restore to factory settings/new iPod.
- Make an appointment at the Genius Bar of an Apple store. Seems you have a bad headphone jack.
Apple Retail Store - Genius Bar
If not under warranty Apple will exchange your iPod for a refurbished one for this price. They do not fix yours.
Apple - iPod Repair price
A third-party place like the following will replace the jack for less. Google for more.
iPhone Repair, Service & Parts: iPod Touch, iPad, MacBook Pro Screens
Replace the jack yourself
iPod Touch Repair – iFixit

My beats by dre earbuds won't work on my iPod touch 4th gen but on my iPad, I need help :/

My beats by dre earbuds won't work on my iPod touch 4th gen but on my iPad, I need help :/

Do other earphones work on the iPod?
If not then
- Try cleaning out/blowing out the headphone jack. Try inserting/removing the plug a dozen times or so. There is a little switch in the headphone jack that disconnects the speaker when the headphone jack is inserted.
Try the following to rule out a software problem
- Check also Settings > General > Accessibility > Hearing. Make sure that the sound balance is not set all the way to "R".
- Reset the iPod. Nothing will be lost
Reset iPod touch: 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
- Restore to factory settings/new iPod.
- Make an appointment at the Genius Bar of an Apple store. Seems you have a bad headphone jack or other hardware problem.
Apple Retail Store - Genius Bar

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Genius reservation http://www.apple.com/retail/geniusbar/

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Have you tried another set of headphones?
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I had this problem with my last iPod too but it's particularly egregious this time around. These are mp3s that I ripped from my own CDs and that worked for a while and then just stopped. It's several thousand (my iPod is 120 GB and I'm a serious music fan). This is super annoying and I'd like to find a way to fix it. It will play songs and then just skip some. If it is shuffling, it also fails to register the song that was played previously?
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Disconnect the iPod from the computer and close iTunes.
Copy the 10 lines below (highlight and ctrl+c or right-click and copy)
regsvr32 /s softpub.dll
regsvr32 /s wintrust.dll
regsvr32 /s dssenh.dll
regsvr32 /s rsaenh.dll
regsvr32 /s gpkcsp.dll
regsvr32 /s sccbase.dll
regsvr32 /s slbcsp.dll
regsvr32 /s mssip32.dll
regsvr32 /s cryptdlg.dll
regsvr32 /s initpki.dll
Open notepad:
1. Start>Run
2. Type 'notepad'
3. Hit return
Paste the text into notepad (ctrl+v or right-click and paste)
Save the file as registerdll.bat on your desktop
Close notepad
Doubleclick the registerdll.bat file on the desktop
A command prompt will appear and these items will be processed. When it is finished you can delete the batch file.
See if it then syncs okay.

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Certain MP3s won't work on my iPod

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