Surely we can do better than that, right? Like I imagine for a white-collar rich boy capping his income at $55k+inflation which includes the monetary values of gifts and any income from debt has to be pre-approved [1] would be far far more devastating, less cruel, and less drain on society. And this lasts for x years or until he pays back the damages.
[1] so he could buy a car and house but not skirt the rule by using loans against an asset portfolio to make more "income" for himself.
Guy famous for one of the biggest scams in history: "sure, I'll abide the rules where I report all of my earnings even if that means you tax everything I earn beyond 55k"
Why would he bother looking for a job with income over the limit? What would stop him immediately starting another scam? Who would even hire such a guy to begin with?
I'm sure Starbucks would take him. And he might choose to not bother working a better paying job, that's fine. And the threat is that if he starts another scam he gets house arrest then jail in addition.
This is just the original sentence with extra steps. The hypothetical “second chance” you’re attempting to give him was used up every time he chose to take another step in perpetuating his fraud.
I’m not a fan of the current imprisonment establishment either, but this solution doesn’t seem viable.