I'm not arguing that it isn't hard. You don't need to work 16 hours a day to provide for themselves. But you do need to work more than 8 hours a day if you don't have resources and want to get ahead. Once you start having some resources it gets easier and easier.
That's nice that you would have liked a free lunch. I would really appreciate not paying so many taxes; it would make it much easier for me to get ahead.
I agree with you that people can incur debt in the form of student loans that becomes extremely difficult to get out from. It's a conscious choice to incur that debt. Nobody is forcing them into that situation. If they weren't brainwashed by society they would see that the debt/equity ratio of modern college degrees is, for the most part, a bad investment.
I personally have lived with a song-writer who has had his work reach the #1 most popular music video on youtube for a short time period. We were also dirt poor and living in a warehouse with rooms that we built from scratch ourselves with hammers and nails because we couldn't afford anything more. I had to pay for the drywall, lumber, nails, and tools with my credit card because I had no money. I studied framing because it was too expensive for me to hire a contractor (and we weren't exactly following city codes).
When I was working at a modeling agency in LA I knew more than a dozen actresses and models that have made more than $10K a month consistently. They pursued their careers full time not part-time.
People on HN will generally know more people who are creatively engaged. That's not the majority of society though.
Pushing the boundaries in art? Well, if people aren't interested in it then that's their own fault for being stupid. That fact that other people won't buy their work is not a problem of other people. It's their problem. If you aren't going to provide value that someone else wants then why should you be compensated for it. I certainly won't compensate someone for something I don't value.
In my own case, I quit my day job because I decided it would be more fun to travel the world and photograph beautiful women. I tried to make a business out of it but I was never really successful at it financially despite being published in several major magazines. I racked up over $30K in credit card debt. Did I expect a handout from others so I could continue doing it? Absolutely not. It was my own choice and one that did not pay off financially. I took responsibility for my situation. I switched back to programming, paid off all my debt, and am now still pursuing my interests part time as a hobby. My pay wasn't that great in the beginning but through personal study and experience I have greatly increased my salary.
People don't always get to do what they want. But if they make the right decisions they can definitely prosper.
Just because someone can't support themselves doing whatever they find the most interesting or the easiest path doesn't mean others should be forced to provide them that opportunity.