The compressor isn't going to help.....you need speaker stands for a better sound direction to the audience, I use them on every show plus it looks so much better, you could go with the Bose systems but that will be MONO........he headset mic imo isn't the best for singing too much noise coming from all angles vs a direct vocal good super cardoid polar pattern handheld like the EV 767 http://www.electrovoice.com/product.php?id=85 ..& I think it looks so much better for the performer vs a headset. Big pay or small the audience deserves the very best from the entertainer.