You said in your comment above that he's "out there ranting about wokeism like a lot of them now, he's losing the plot", as if his stance is a new thing. I was just pointing out that his stance is not new.
I'm not aware of the relationship between wokeism and his stock portfolio. He wrote the first essay when YC was not even around.
The timing is only unfortunate if you think PG cares about anything beyond his stock portfolio.
If you don't think it was deliberate, I've got a new crypto coin you may be interested in buying.