Adjust tire pressure the first thing in the morning. Then leave them alone until the next morning. That's assuming you are parked for the night. I do "feel" the sidewalls (and bearings) at every rest/fuel stop in an effort to find anything odd.
I set all tires to max sidewall pressure. Some disagree with that claiming it makes for a rough ride. Never made a difference I could feel. At max pressure all tires are capable of carrying their max load and they experience the least rolling resistance and sidewall flex. That's just me.