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The situation is already pretty much rock bottom. He slept on the streets for two nights, had no food or money for two days, and did NOT like it at all. This means he'll have another reason not to lose his house. Which in turn means he has another reason to work.
I'm not a heartless asshole, so I won't allow him to ruin his life even further. However, if he fucks up now, I know I'll have tried. I can then honestly say that he is beyond (my) help.
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