He wasn't walking away from anything. He would have been fine if it didn't work.
The reality is he had a safety net to fall back on. 99% of people do not.
I'm no expert on any of this, but as far as I understand it, homelessness is usually 1. transitory, and 2. usually tied to other serious issues like mental health issues, drug abuse etc. It's usually not a "lack of resources".
Like, common. And beyond homeless, you have people one paycheck away from being homeless. And people unable to pay for drugs they need - like insuline.
Yes, if all you know about West is what you see in movies, then everyone is rich.
Which really reflects to how most people's parents/family/society is pathetic.
Now I'm not merely talking about a safely net after one burns up millions in a startup but I'm taking about say a safety net after loosing a job etc. I think most people (like me) would be just happy to have stability in life rather than yearn for being financially successful. The precarious existence is depressing.