Question 2 - Should wind affect a good set up truck

It's normal. The clue is that you say everything is fine at other times. Everyone gets moved around in the winds, even in 25 mph gust. Next time you're hooked up, look at the truck and trailer from the side. That's a lot of area real estate that perpendicular forces can act upon. It doesn't take much force to alter your tracking. Even the big trucks get moved around. Even though they're a more stout, there's even more surface area. Another thing to keep in mind, reports from a weather station miles away may not give the full picture where you are currently. The wind field on the roadway can be awfully turbulent and sometimes gusts are even stronger.