Hi guy,
Signal losses through coax start going up markedly once you hit VHF and steadily increase as you go higher. With that length of run you definately want not only RG8, but the best, lowest loss you can obtain. 13 gauge center conductor and 100% shielded. An example of good coax like this that is commonly used by hams and is readily available is Belden 9913F.
Get the antenna as high as you can and that 1/4 wave can be greatly approved upon. The typical ham or business or repeater is a co-linear 5/8 or a 4 element dipole array.
The point is you want to talk and hear and have range. Your radio is good but don't hitch your bass boat to a lawn tractor to get down the road.
Even a $10,000 radio will not yield satisfying performance if connected to an inadequate antenna system.
good luck Let us know what you decide on