This guy obviously didn’t think this through before he started painting this roof, as if this is the first time he’s ever done this. Now that we think about it, it must be his first time – otherwise how can he not have planned ahead? He must have known this was going to happen. The worst part isn’t even leaving this batch unpainted, but that he has no way of climbing down from that roof without stepping in fresh paint.
Of course, he could stand there and wait until the fresh paint is dry, but that might take hours, and given that he can’t even sit down, it wouldn’t be too comfortable. This doesn’t seem as bad as the other scenarios on this list, and yet we can’t help it but feel for him.