Was not hoping to hear that.
I just went out during my lunch break, and did some more investigating since the rain has finally stopped here. When inside the trailer, you see those screws shown in the first post's pictures. If I look just next those screws, I can see the other end of the weep hole - the channel opening.
See the pictures attached to see the weep holes on the outside. My trailer has weep holes on top and bottom. The top ones are plugged with a piece of rubber - which can be removed. They don't seem to make a thorough seal.
This is just me thinking out loud, but it appears we had such a hard and steady rainfall, that these top plugged weep holes were letting a bit of rain in, and the water was flowing into the weep hole channel that lines up right next to the screws. I never saw the channels while looking before. But this would explain why I saw water dripping from the screws. I also learned those screws hold the sliding window track in place.
Why are their weep holes on top? Just for uniformity? Can you caulk these top holes instead of using those rubber plugs? I'd like to see if this resolves the issue, as I really don't see anything wrong with the caulking or trim around the window itself.
If it does turn out to be the caulking or something else, then we'll have to let the dealer "deal" with it then, since it is within warranty.