I think it depends on the person. Elon Musk changes his mind a lot, but PG generally seems pretty consistent.
It's not necessarily a bad thing to change your mind, either.
My guess is that if you carefully read PG's criticisms of woke culture, they are narrow enough that they wouldn't apply to what YC does against misbehaving VCs. For example, if you read between the lines, this essay does a good job of explaining some problems with woke culture: https://paulgraham.com/conformism.html But it doesn't really apply to misbehaving VCs as much.
What's the specific critique of cancel culture PG made, that he's being hypocritical with? Can you give a verbatim quote that displays the supposed hypocrisy, to ensure that you're not misrepresenting his position?
My takeaway that I'll bluntly admit is based on being another one of those people who won't shut up about Robert Caro's book The Power Broker is this: the mark of true political genius is the ability to constantly take in new information that challenges your existing viewpoints, while also having the force of will to try and make your values manifest despite knowing that your views on the best way to do that will change over time. Robert Moses (the subject of the book) was an unparalleled genius when it came to enacting his will, but he was a complete idiot when it came to actually observing the world to see what the impact of his will would be. I think democracy at its best should prevent those kind of people from gaining power (but of course it doesn't).
Elon Musk can be easily dismissed as someone who seems to be constantly changing his mind, but is actually deeply unwell, addicted to drugs, and surrounded by sycophants. His mind is about as interesting as his friends Kanye West and Donald Trump: he was very good at one thing, it made him extremely successful, it entirely broke his brain. Graham and his cadre of Silicon Valley pseudo-philosophers are more like Moses: I don't trust them to have enough contact with life outside a rarified bubble to be able to speak to issues that concern normal people.
My favorite fact from the book is that the windows in his limo did not even go all the way to the back seat, so he didn't even have to look at what he'd wrought unless he chose to. And the horrible traffic jams that were his legacy were something he likely enjoyed, because it meant more time to work in his limo office uninterrupted.
It's not necessarily a bad thing to change your mind, either.
My guess is that if you carefully read PG's criticisms of woke culture, they are narrow enough that they wouldn't apply to what YC does against misbehaving VCs. For example, if you read between the lines, this essay does a good job of explaining some problems with woke culture: https://paulgraham.com/conformism.html But it doesn't really apply to misbehaving VCs as much.
What's the specific critique of cancel culture PG made, that he's being hypocritical with? Can you give a verbatim quote that displays the supposed hypocrisy, to ensure that you're not misrepresenting his position?