I've been ahead of the curve a couple times and I've crashed and burned because of it only to see someone else do essentially the same thing 5 or so years later and knock it out of the park. That's bad luck and bad timing IMO not some social injustice. Anyone with talent these days can soft land into BoringCorp IMO. We're not exactly swimming in talent.
I'm not far from taking another swing these days and I think the time I've taken to develop financial cushioning has also let me develop better skills to analyze both the nature and the timing of the sort of businesses I wish to pursue.
And if you have kids, that's your startup, take 'em to IPO. They're worth far more than $$$.
I look at this from a different angle: right now, startups skew heavily towards founders with significant risk-tolerance (young, healthy, good educations, family money, business connections, often partnered with someone who also has high-income career options, etc.) for whom the worst-case outcome is probably something like taking a job at BoringCorp and hanging out in cube-ville until they build up their reserves.
There's nothing wrong with that but there's an argument that society is missing out on a lot of ideas which won't grow out of that fairly homogenous subculture. If we provide a basic cushion, it makes it less intimidating for someone from a less comfortable background to take a chance. That could be particularly beneficial to society: someone coming up with some business ideas which are viable in, say, a factory town or agriculture has the potential to affect a lot of people who are largely ignored by Silicon Valley culture.