I did a fleche (a "team" event of 360km minimum distance in 24 hours) last year. Two of the team (ie, two-thirds of the team) were late to the start because the driver hit a garage roof with TWO bikes on board. Likewise, the roofrack was ripped clean away and there was some denting of the car roof. Most importantly, the bikes were undamaged.
It can happen to anyone. The owner of the business where I work fancied himself as a truck driver... until he got stuck under an overpass because the truck was too high to fit underneath. Quite embarrassing, apparently, because it was on a busy road.
Oh, and on a more basic bicycle level, I've been MTBing and banged my head on an overhanging tree, even though I ducked. Thank goodness for helmets!
We don't seem to cope too well with vertical distance estimation.