If I could think of a way to become comfortably well-off without eitehr getting in trouble or living in crippling anxiety that I was going to get in trouble, that might be another story.
It’s just that getting away with shit is for rich people with powerful connections, and bootstrapping into that state without passing through an uninsulated trouble phase is pretty damn nontrivial. They don’t let just anyone into the club, and they stomp anyone who dares to try.
I don’t actually know about the international-super-assassin club, but I’m willing to bet it’s either a fair bit more porous, or a lot more discreet, to the point that you never have reason to suspect they’re onto you.