I can recommend several. If pg's essays have some amount of appeal to you, you are probably potentially interested in philosophy, here are just a few people who have authored works of far greater eloquence, depth, and significance than anything paul graham has ever written:
Wittgenstein, Rousseau, Marcuse, Horkheimer, Adorno, Foucault, Ryle, Montaigne, Maggie Nelson, Didion, Bertrand Russel, Jean Paul Sartre, Roland Barthes, Niklas Luhmann, Norbert Wiener, Hienz von Forester, Hans Georg Gadamer, Juergen Habermas, Rebeca Solnit...
And these are just the few people that came to mind off the cuff. If I bothered to look I could probably give you more.
These tech luminaries act as though no philosophy or significant social analysis or cultural criticism has happened in the west since Plato and Cicero, but it's simply...entirely untrue. There's a wealth of deep, enriching philosophical heritage to explore, and I think these bozos don't engage with it because they are either too lazy (much easier to read translations of the classics) too disingenuous (much easier to base your sophistry on material that is so old as to not be contested) , or too self righteous (they already possess the one truth birthed directly by the divine cells of their brains because they like the lisp programming language and worked at yahoo, so why bother to interact with the thought of others in a serious way?) to bother. Not to mention, they don't dare engage with the highly complex dedicated academic studies of the classics anyway. I doubt pg has done little more than read a modern translation of Cicero. Probably not even Leob, probably Penguin Random House. But hey, those ignorant of the gold vein will happily lop up pewter.