A little trick I picked up for the 58 is to take the windscreen off and replace it with one from a Beta 57. This changes the characteristic of the mic in a good way and also gives the singer a flat target to sing into which will help on your end. If this isn't enough try trimming a little between 2k-5kHz. This is usually where those painfull frequencies live.
I think that adjusting the time for adjusting compression settings for FOH is during sound check. If you've worked at the same place for a while you should already have an idea for where you're settings should be. I would say you should use the compressor mostly as a limiter with an attack on the quick side and a medium release to minimize pumping.
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