As a temporary fix, (and I emphasize, this is not a solution) the answer might be to have a 'pen name' or 'pen personality' . mini-msft is the classical example in our industry.

If Jessica were to venture a 'twistable' opinion, sure there will be a huge uproar, because of her association with YC. If this is published under a fake persona,Jess McFake, someone who can be identified only by a body of writing, then it is hard to bring these prejudices, and even if it is "twisted" who cares?

I do this to some extent by having multiple online personas, none of which have my real name associated with this, one for each 'community' I participate in,(not true for HN, fwiw) and I find this very useful and liberating, and I'm nobody. I'd be surprised if 'celebrities' don't do something like this already.

Of course if you are as rich as (and so untouchable) as, say, Peter Thiel, you can just go ahead and express what you want wherever you want and don't give a damn if you are misinterpreted and/or out of synch with particular orthodoxies, but for the rest of us, this might work as a temporary fix.