The drivers window usually does by a couple of inches so you can feed toll booths and such. But otherwise yes, the weight involved and the lack of space in the door makes it tricky.
Maybe by bullet proof glass he was hoping some wannabe gangsta would buy it as a shooting platform for their next drive by. I've noticed the advert has been changed though, no mention of bullet proof glass and the title says 20k in bills not upgrades.
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