“On my given scenario, yes, it's specific, but no, it's not imaginary. It's something that happens fairly often to people with serious health issues.”
- I’m guessing that you’re from the US, as this situation does not occur anywhere else. I don’t know any other country where insurance is tied to employment. So this clearly is a problem of government regulation. I also know many people who are using private insurance from the global market and are very happy with it.
“while you don't explicitly agree that it is exploitive, you also notably don't say it isn't”
- That’s because “exploitation” is a very vague term. It cannot be clearly defined or measured. Is it exploitation to pay someone $1 a day? If so, should I check for the workers’ conditions anytime I buy coffee, t-shirt or anything else? Where does the responsibility lie? What if there’s no better alternative for the worker?
“As for donations, I think it's simply a matter of return on investment.”
- Just think about how much Musk did for Republicans in the last elections. Now imagine Bezos, Musk, Gates, Buffet and other super-wealthy would support Libertarians. That would be an easy win. The point is that free market doesn’t work for large corporations. They want government contracts, subsidies, patent protections and tailor-made tax loopholes, not free competition from smaller and foreign companies.
“As for corporations and concentration of power, I fundamentally disagree. This presupposes that the state predates wealth and allows for its accumulation.”
- No, I don’t think it does. In fact, it’s much easier to create wealth without the state. Also, if you’re concerned about concentration of wealth, you should check wtfhappenedin1971.com. It clearly shows how abolishment of gold standard (i.e. gov’t monopolization of money) created this exact issue.
“They want to stick their heads in the sand and pretend it's not an issue, but once someone gets rich enough to start hiring their own militia”
- Do you think that no one ever heard this argument? Here you have David Friedman (the son of Milton Friedman, Nobel prize laureate in economics) addressing this objection: https://www.youtube.com/watch?v=jTYkdEU_B4o
“It's willfully ignorant of human nature.”
- It might seem that way to you, but that’s just because you don’t know much about underlying economic and social theories.
I’m ending the conversation here, because honestly, it’s tiresome to write answers that you can find with 5 minutes of googling. But feel free to post memes attacking a philosophy that you barely know anything about.