https://www.dailymail.co.uk/news/article-13332399/Millionaire-Mike-Black-homeless-broke-purpose-ends-bizarre-social-experiment.html He made 64,000 before he tapped out. His trajectory is also not entirely kosher

Eventually, a man with an RV allowed him to stay for several nights in his van. Black started off small and managed to make his first $300 by selling furniture online.

Nobody lets a homeless stay in their van to bootstrap their buy and sell craigslist furniture business

Three months into the challenge, Black's entrepreneurial spirit appeared to shine through having set himself up as a social media manager, managing to land clients - while even coming up with his own brand of coffee.

Most people who were homeless 90 days prior is going to be in a position to be appointed someone's social media manager or else they likely wouldn't even be homeless in the first place.

Even with obvious cheat codes he couldn't get more than 64k starting from "zero" wherein zero means being homeless in nice gear with your $1000 phone and unlimited internet plan with a health plan and a GP and specialists

Throughout the entire project, we haven't shared it with you, but I've been in and out of the doctor's office.'