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>I’m certain he wouldn’t be rude to my face, but he might quietly discriminate against me, say no thanks. He might not even think of it as discrimination, only that I don’t have what it takes.

>I’m better at my job than most. I’d be a better startup founder today than I was in 2015. None of that will matter.

IMHO, jumping to conclusions just like this is a big reason why 'going woke' isn't a healthy mindset for someone to hold. Stating that none of it matters is exactly the same thing as saying "I can't do it"

> IMHO, jumping to conclusions just like this is a big reason why 'going woke' isn't a healthy mindset for someone to hold

This is not unique to "wokeness" and is in fact much more clearly expressed by people who are "anti-woke". Many folks just can't handle things that don't fit neatly into their (unexamined) categories about the world.

They'd rather destroy that person or thing rather than reflect and improve their understanding of the world.

This feels like a pretty shallow reading of the article and you've fallen into the trap - described in the article itself - that "woke" is "some left-wing thing that I don't like". Whatever your views on trans issues, I think this article deserves a more thoughtful answer.
Will you agree with the author's viewpoint that "none of experience" matters if one is trans?
My reading of the author's viewpoint is that there are a lot of people in leadership positions in the tech world who would have previously recognized the author's talent and supported them, but would now form a negative opinion of them, regardless of their experience. These people would no longer give them the opportunity they gave them previously.
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That’s what facing structural oppression feels like.

You can have the right skills and competency and mindset and disposition but will be looked over because you don’t fit the norm.

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He’s saying, for people who take Zuckerberg, Trump, and Paul Graham’s statements as permission to discriminate against trans folks, their experience doesn’t matter. The author is not giving up, they’re saying that essays like Paul’s make the world worse for them, for no good reason.