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How can I get my headphone cable to plug in flush in to my nano 6th gen.?

Update:10-11Source: network consolidation
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The cable for my headphones don't seem to want to click all the way into the nano socket. I've tried multiple headphones. I assume something must be preventing it, but it is not obvious. Now what?

The Best Answer

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This is an older nano, so I assume it did work before...?  Is it possible that there is something, like a small piece of debris, inside the headphone jack that is preventing the plug from being fully inserted?