wow Justin, a good write up.
Anyway, had a problem with my driver's side window.
What happened is one of my window regulator's arms bent.
So fix your problem asap guys, because by forcing the window to close, you are bending your window regulator arm.
Get new sliders (white things, that are in the rail) they are like $5 for 4. Grease them up real good, and then try again.
If that wont help, adjust the window regulator.
If that doesnt help, you prolly have a problem with a motor or your window regulator is bent.
Window Regulator cost ~90 bucks, but it is a bitch to replace it, cause you will need a rivet gun, and regular river gun from Crappy Tire is too small.