I've told this story many times but it looks applicable to this thread so here we go again.
A good friend of mine was a senior staff scientist for Raytheon, really smart guy. He did a study on coax length vs antenna height for VHF/UHF in an urban area like we live in with rolling hills, buildings, etc. It was a very complicated formula. He found raising the antenna every foot will overcome coax loss up to the point of about 8dB of coax loss. They type of cable doesn't matter either, this applies to a long run of RG-58 or 1 5/8" Heliax, it all works out the same.
More antenna height will allow you to hear more things at a distance that will overcome cable loss up to the point of 8dB of cable loss, then things reverse and reception starts going down the toilet.