Just because it hasn't happened in these cases doesn't mean there isn't a case for it yet. It's very complex. That's why people pay lawyers.
The point I'm making here is that the business world isn't a universe where people can 100% of the time support an outspoken racist, anti-semitic, Islamaphobic, misogynistic, sexual predator authoritarian who wants to put an end to American democracy.
Imagine if the CEO of Coca Cola did what Peter Thiel did. You wouldn't think he wouldn't be out on his butt?
It's a case by case basis, but saying "business therefor you can say and support whoever you want" is wrong. It's up to YC to do as they wish, I just wanted to point out that things are a little more nuanced here.
If Thiel were the CEO of a corporation he could be held to violate his fiduciary duty by giving the corporation bad press by supporting someone like Trump.
Trump has made a lot of enemies in the United States: minorities, gays, women, people who don't want to see the democratic institutions of America taken apart. He has also willingly built a coalition of outspoken neo-Nazis, white supremacists, and other individuals. It'd be like if a CEO threw his outspoken support behind David Duke, spoke at his rallies, and donated 1.25 million dollars to his campaign. That's what's happening here. You don't think shareholders wouldn't have a problem with that?
"Yeah, stigmatize us in the eyes of society, that's great for business."
People aren't being realistic when they say business people should just have carte blanche to say whatever they want. They owe their shareholders, partners, and employees a duty of care to not bring ridiculously bad press to their organization.
If the people at YC don't care about this bad press, and the business it will likely lose, then that's their business. But to say that it never happens in the business world shows a lack of understanding how things work.
A fringe candidate who advocates for war crimes and dismantling the democratic institutions of America. I think you're giving Trump too much of a pass here.