If this is a simple miniature 3.5mm plug, I say pay attention whether it's plugged in ALL THE WAY, some of these plugs are just a little bit fatter and harder to plug all the way to get a proper connection, make sure it's in all the way. If any of the two jacks feels spongy rather than a solid click, you may have a dust ball in one of those jacks which you need to extract and clean out.
If this is a miniature USB connection, it may require a special cable and not made for a generic cable.