SarahC comments on Procedural Knowledge Gaps - Less Wrong
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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.