Ipod can't play long mp3 files (eg. non-stop music)

I tried to upload 2 files x 90mb+ (70+ mins) mp3 to my ipod shuffle and some smaller mp3s songs. It's a non-stop songs btw.
When I eject and play my ipod, it only play the first 74mins mp3, the second one, and other smaller mp3s cannot be played when i press the 'next' button.
When I open my USB, I can see all those big+small files inside being categorized nicely. When I open my Rhythmbox, I can only see 1 song/album.
Another scenario is when I format my ipod and upload the smaller mp3s followed by the bigger ones, it can only play my smaller ones but will not play the bigger (long) ones.

Try deauthorizing both of the accounts (from the Store menu in iTunes). Then Restore the iPod, and re-authorize both accounts in iTunes. Then make sure you can play songs from both accounts in iTunes, hook up the iPod and sync them over.

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