I think with somebody like your boss who's opinion of you has a very strong bearing on day to day life it is worthwhile being neutral. Best hope for listening to something you like is trying to engage him in conversation about music and see what he likes. If you have common musical ground your worklife could become awesome!
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Wild men who caught and sang the sun in flight,
And learn, too late, they grieved it on its way,
Do not go gentle into that good night.
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