I used to have a Peugeot 106 which I could just get my surf kayak into if I lined it up exactly right. In the fullness of time I went to move up to a bigger more practical (estate) car, trading in the 106. Price greed and everything.
Day before the changeover I managed to put the kayak in *not quite right*, slammed the boot and put a massive crack all the way across the windscreen. Had to sort out a replacement sharpish.
First time I went for a paddle in the new car I didn’t even bother checking, it was so much bigger. Shut the boot, and yes, pushed the kayak out through the windscreen.
I’ve never claimed to be a quick learner.