> Thiel's vote is not a singular one, it is a vote that has a dramatic effect on those influenced by him. Is this not a sufficient reason to bring outcry against him?
Of course not, unless you routinely outcry agains people the try to influence other's votes - like journalists, political pundits, campaign workers, prominent bloggers, etc. When last time you outcried against George Soros or Tom Stayer spending money in support of political causes? I'd venture a guess - never.
Unless, of course, the problem is not supporting. The problem is supporting the case you oppose. In which case, half of the country should boycott the other half, and independents should boycott everyone.
> I can't go out and destroy property I dislike and hide behind the notion I was "expressing my right of free speech".
Right, because it's not your property. You can't donate other's money - though unions routinely do that, and so does DOJ recently, but that's a topic for another day - but you can donate your own. I can't believe this distinction is a problem for you. Your property - you do what you want. Not yours - you don't.
> Thiel's donation is massive, far larger than any regular donation amount from a common man. Does this still qualify as speech?
Of course. Just as editorial in NYT is massively more influential than a tweet of an obscure geek with 10 followers, all spam bots. Both are speech. I still can't see why it is a problem for you - do you have a problem with New York Times or Washington Post influencing millions with their speech and being large corporations with a lot of money? Do you have problem with what MSNBC is doing called speech? If not, why understanding that what Thiel is doing is a speech is a problem?
Let's ask another question - if you learned that Tom Stayer donated a million dollars to a Clinton-supporting PAC, would you say it's something exceptional that should raise an outcry from everybody?
> However, to preemptively withhold criticism because it has a chance of leading to negative consequences if left unchecked is an awful rule to hold yourself to
Nobody asks to withhold criticism, as I said, criticizing somebody and demanding that he will be ostracized by his peers is a different thing.
Also, criticizing somebody for doing what everybody is routinely doing and what is completely normal and a right of every citizen to do, exercised daily by thousands - is not a valid criticism. Valid criticism has to outline what is different that Thiel did that nobody else is doing. So far nothing was shown.
> This election, as I'm sure anyone will agree, is nothing like the norm.
Yes, it features the worst candidates from both sides on my memory.
> One side has attacked the fundamental structures of society that we have held ourselves to,
Yes, I think the handling of Clinton case by the FBI and the shameful refusal of Comey to prosecute, despite numerous rank-and-file advising to do so and ample evidence of wrongdoing, is a disgusting affront to a principle of rule of law we hold dear. But I don't think it is new for this elections - principle of rule of law and accountability of government, of limited government and separation of powers, is under attack for a long time. Members of the government routinely lie to the Congress and the public, routinely use their office for partisan purposes, routinely circumvent the law and sometimes blatantly disregard it, routinely avoid accountability and brazenly destroy evidence in clear view of the public, and are almost never held responsible for it. This election would not change this, most likely, as neither of the candidates is fit to do anything about it.
> We (as a collective group of people who enjoy the merits of democracy) should realize when some ideas fall outside of the moral lines, and what else decides moral lines than a society?
Yes. One of these ideas is that if somebody supports a person we disagree with, he must be run out of town tarred and feathered and everybody who associated with him must undergo struggle sessions and repent of their association, lest the same fate occurs to them. This is a very dangerous idea, and I agree that we should realize its danger before it's too late.
> Is it wrong to demand people who have both 1. publicly disparaged Trump and 2. collaborated with someone who supports Trump on a massive scale to pick a side of the fence?
Yes, it is.