what do you mean "won't work?" They cut in and out, don't generate any sound at all, have weird echoey/frequency response issues? We'll need more information.
So when your using the UM1's the sound cuts out unless you push them in? Are you using foamies? Because if they are the wrong size/aren't inserted correctly they can actually cut off all sound completely.
So what you are saying is that the plug doesn't go in deep enough to make connection with right channel.
I'm not familiar with UM1 plug , but it seems like you don't have a perfect fit.
Maybe some excess rubber/plastic in the connector or is the plug just too big to fit?
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