Unless you have tire-by-tire weights, your trailer axle weights aren't of much use for determining inflation pressures. Our rig, loaded for full-timing, is a little over 1,000 lbs. heavier on one side than the other. That would mean a 500 lb. difference in load for those two tires compared to the other side. We do happen to have recent wheel-by-wheel weights (Escapees SmartWeigh program), so we inflate - per tables - to the maximum load for the wheel with the most weight. Since the load range G tires on the rig have a large capacity margin compared to the weight on the tires, it ends up being 10 PSI below the maximum inflation pressure listed on the sidewall.
We fall in the middle of the approaches described above. Unless we are "homesteading" (like we are for two months right now to be near a new grandbaby) we tend to move at least every two weeks. I check the cold inflation pressures on all the vehicles (fiver, truck and wife's "chase car") late the evening before we roll or early the morning of travel. The TMPS (tire pressure management system) is set for the nominal inflation pressures and has built-in limits for over- and under-inflation at which it will alarm (high temp alarms, as well). As said above, I don't mess with pressures in between unless the TPMS tells me there's something wrong.
Rob