And it's usually a VERY experienced jumper that dies. Complacency kills and once you're good, it's easy to ignore simple things. I've never had an issue before, I probably won't... and then you do something you KNOW to be stupid, but you've gotten away with it a hundred times, and you die. It doesn't matter who trained you to NOT DO what you're CHOOSING TO DO. It's about you not doing it.
Normalization of deviance is the term I have heard mostly associated with this thinking. It is prevalent in teaching and bringing about a safety culture.