How much do you tinker with your tire pressure?
Take this example. You leave someplace in the far north in the winter to fish Okeechobee. It is 10 below zero when you leave and it is 90 degrees in Florida. Since tire pressure changes about 1 psi for every 10 degree change in temperature you are looking at a 10 psi cold tire pressure change. Would you stop and adjust during the trip?
Long haul truckers must deal with this often and I wonder what they do.