I had the same problem from day one.
Had the wife take it in and they told her..........................
"It's because the Crossfire cabin is air tight and if you close the drivers door first and then the passenger door next, the air being compressed forces the window out which causes the window to catch on the rain guard, The solution is to close the drivers door with window slightly open ,close the passenger door and then roll up the drivers window OR lower passengers window before you close the door is best"!!!!!!!!!!!

SSSSSSsssssssssssoooooooooooooooooooo............. ....Once I came down off of the ceiling that evening after the wife told me of this Automotive Engineering Answer......
I WENT TO THE DEALERSHIP!!

My first question was.......................
If the compression of the drivers/passengers compartment is so air tight that it causes the "Passengers Window" to not seal THEN why doesn't the same compressed area NOT let the "Drivers Window" not seal if the passengers side door is closed FIRST??????
Hmmmmnnnnn!?
And my second question was...............
ALSO, Where is the compression factor when I leave the Drivers Door OPEN and close the Passengers Door and the window edge catches the rain gutter, LIKE THIS?????????????????

It is an adjustment that can be taken care of at your dealership.
Don't let them BS you, like they did my wife.