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i feel like a certain genre of philosopher is no longer possible, and it's a largely generational thing. philosophers with breadth as opposed to specialization, wit, charisma, humility, and self-awareness - personally warm-hearted but espousing politics with bite.
it's also surely an age thing - the older generations have more stories to tell, but the difference is that their stories are a product of a more varied and integrated upbringing.
my intuition is to attribute this to 1) class differences in those that can now pursue academic philosophy and 2) technological development