It feels so obvious to me that the CEO of such a high-profile org should at the very least quickly check public-facing social media posts against someone sensible, if not laundering them all through the experts at their org. But somehow they keep making these mistakes over and over again.
I would rather YC leadership kept their political positions to themselves as much as is reasonably possible. It dilutes the value of that bullet point -- I want it to communicate things about my work ethic and competency. I don't want it to imply _anything_ about my political opinions.
I don't have a problem with tech leaders holding political positions, nor do I have a problem with them making personal donations based on those opinions. Quietly.
I'm sorry, if you are like "I'm glad they gave me the money and the label" and can't take it when someone associated makes an embarassing human moment, you are just trying to have your cake and eat it too. Do better.
YC can have political opinions, but they should acknowledge the opportunity cost of putting their politics before their community. Behavior like the one linked in the OP is incredibly petty and probably should make the associated parties feel bad about working with that kind of person. Lord knows I feel ashamed to be an HN user today.