Happy Thirsty Thursday out there in WW
For starters, it's best to mount the preamp right at the antenna.
Continuous runs of coax are better too, cause each connection introduces a loss and possible hermetic compromise.
You may end up using two joined antennas, unless you can get everything you want from MKE. Not sure what Madtown would offer, since they don't have any indies.
Having two different TVs, also add to programming conflicts, if you'd like to use a rotor, or AB switch.
Others will be along w/ recommendations, too.