Tinted windows??
guess is the curve is probably scaring him a bit, as well as the slope of it. i would not be letting any one remove a window to "try" and tint it, leaking or not. any chance of the leak being caused by rust? if so, is it in the plans to fix it? or is your car like mine, no rust, new glass/gasket and it still leaks after several attempts at getting it to stop? i lived in AZ for 15 years or so and every vehicle I ever had the windows tinted on were all done in one piece......