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Update:
After seperating the files. the magic number is 255 each folder... I have checked multple of files and they all say 255.
I can still access my music, it seems that i need to seperate them into individual files with a limit of 255.
I will try the other method suggested to see if i can surpass this limit.
Wow, this is so frustrating. The usb plays higher quality than my ipod though, although it isnt a major difference... id still prefer usb T_T
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