These arguments have a fundamental flaw, arguing that a libertarian enjoying some government benefit is "hypocrisy." This is nonsense.
Libertarian tech bros pay into our system just like everyone else. Given the progressive income tax, those who are billionaires likely pay more in years where they make money than just about anyone else. So if the government is in the position to offer money, what good does it do for them to refuse? If they refuse, will the government be embarrassed and adopt libertarians' preferred policies? It's no more hypocritical than a socialist defending her private property.
Personally, I think if libertarians are serious, they should seek out every government benefit they're qualified for, and encourage everyone else to do the same. If libertarians are right, then the shaky foundations of the Progressive system can be toppled over by overuse.
I think the real thing being unmasked is that libertarianism is often ideology without grounding in reality. They can't account for the world of second bests, and the Progressive system has twisted and destroyed so much of what was once free that getting to a libertarian world would be like a society-wide kernel panic.
Thiel deserves credit for being one of the (quasi-)libertarians who seems to recognize this and has attempted alternatives like that seasteading thing, though they typically haven't gotten off the ground.