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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?

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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.

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