It's a dilemma. My belief is that part of a parent's job is to prepare them for the world they will eventually find themselves in as adults. If that world overwhelmingly rewards (or even requires, at a bare minimum) "hackers", then it would be a failure on my part if they don't have that skill.

Absolutely it is not acceptable to train your children to prey on and exploit other people, for any reason. That makes you part of the problem, and it makes them part of the problem when they grow up too. The solution is to fix society (yes, I know how hard that is) or move somewhere sane, not victimize others.