Using lots of money to exploit a loophole in the law that could only be exploited if you had an absurd amount of money is pretty much a textbook example of believing oneself to be “above the law.”
It doesn’t mean that he’s a scofflaw, it means that he thought he had a right to exploit that loophole because he could afford to lease a new car every 6 months. If he didn’t believe himself to be above the law, he’d have followed the rules like people who can’t afford to exploit a loophole like that.
Some people call this innovative, but it’s just circumventive observation–keeping an eye for going around problems rather than straight at them. It’s something that everyone does, albeit some more than others. It’s not inherently bad but in this case it led him to elect to take the “non-cooperative” route which is almost always worse for everyone in the long run.
