Great link, especially this quote from Part 2:

One probably could not devise a better system for keeping people with humanistic values away from power than by confining them to decade-long graduate programs with a long future of transient adjunct positions making less than the minimum wage.

I agree. The odds are very much against you. And I say this as someone who likes the humanities and admires humanities professors.

If you have incredibly strong evidence in your favor that you're a special case, go for it, though -- but it should be incredibly strong evidence.

It's possible that it's easier to publish a philosophy book than to become a philosophy professor, if you're good at networking. Or to get some attention for your ideas through podcasts, etc., which you're already doing. If your goal is to do and write philosophy, optimize for that -- it's a different goal than becoming a professor.

This is a stronger argument against a doctorate than a Masters degree, but I imagine that the same kinds of considerations apply.

Thanks. I've read many such articles more specific to philosophy, but that was one of the best. I don't really want to go through all that crap, but unfortunately there aren't many ways to do what I want with my life apart from getting a Ph.D. in philosophy.