Just got replacement nano; music won't finish song and wake/alarm button must be pushed to start again; aleady changed earphones twice

I just received my replacement for the 1st gen today; 8 gb Nano.  I got it all set up and the only problem I've got is that it shuts off before a song finishes.  I've already tried changing earphones twice (iPod and Bose).  Is there a power setting somewhere?  Not enough info in on-line user manual.  How do I tell what generation the iPod is?  Thanks.

Are you sure you are plugging the headphone jack all the way in? The 6th Generation Nano (the one with the different watch faces) has a very stiff jack when it is new, make sure the white on the headphone jack (the iPod ones) is flush with the Nano.

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