2) An outside can't sabotage your own idea. Only you can sabotage it. Sure, it doesn't make it any easier, but if someone can change your mind on your definition of "success" then you will never achieve it.
3) Yes, people spend money on dumb shit. I was in the same environment. Keeping up with the "jones" was a thing. Succeeding was also looked down upon. You know what is consistent with folks who came into success from those areas? They said f-that, I'm going to make my own path, regardless of what others say. They had mental fortitude.
4) My first car cost $2,000. My second car cost $1,000. Both I saved up and purchased. If police are harrassing you about being homeless in a car, then leave that location. That sounds like a police state (Cali anyone?). And before you say "It's not that simple to just leave!" Yes, yes it is. In order to change my situation, I literally "YOLO'ed" across the country (no job, nothing) in order to get out. Much like many in this investment group, in order to get out of hell, you have to make huge bets.
I live in the USA in 2019. I lived in the USA when I was homeless during the height of the recession. It is easier now than it was then.