You should be supportive, and be ready to help pick up the pieces when the inevitable collapse comes. The motive (money) for getting into this garbage will be the same reason (lack of money) he eventually gets out.
I had a buddy that sold pens and crappy knick-knacks at bus stations and C-Train platforms years ago. It took about 8 weeks of being constantly broke before he realized that it wasn't working, and why.
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