Good grief. The issue with Trump isn't left or right, as he doesn't appear to have any core ideological values. The issue with Trump is that he's

1) a bad manager and executive, bully, narcissist 2) apparently has a low attention span and no appetite for work 3) a thin skin that is prone to retaliate 4) a fraud who uses the tactics of a salesman and appeals to the devils of peoples nature, namely: bigotry, xenophobia

You think Trump is an isolationist who will reduce America's empire footprint? In 2000, George Bush, running against Bill Clinton, claimed he would be a President with a "humble" foreign policy, as opposed to Bill Clinton's interventionist ways (referring to Serbia/Bosnia). He would not engage in "nation building" or attempts to spread democracy by force. He appointed Donald Rumsfeld as SecDef, and had Cheney as Vice President. What do you think happened?

Trump has said the following: 1) he wants to outsource the functions of the Presidency, that means foreign policy will be delegated mostly to beltway neo-cons 2) he called for bombing libya 3) he has called for carpet bombing syria, killing the families of terrorists, and doing "a hell of a lot worse than waterboarding" 4) he's talked about using nuclear weapons not as retaliation for a WMD first strike.

You can find ample saber rattling from Trump, and given his past inability to stay the course on any stated policy, and his inability to even run his own businesses without delegating, what on gods green earth makes you think his Presidency would be less aggressive and militaristic than Hillary? It's a complete unknown. Hillary's a known quantity, yes, she is hawkish to a degree, but most US Presidential candidates have been. But it's a predictable quantity.

Trump's level of retaliatory involvement is unknown. If another 9/11 happens, who is going to show more restraint, Hillary or Trump?

The mere fact that the man actively courts openly racist supporters and won't disavow them (even a few days ago, Mike Pence wouldn't disavow David Duke), is bad for the fabric of American society and threatens the rise of neo-nazi politics here, and is enough IMHO to completely disqualify him.

Ergo, any techbro billionaire in SV, who presumably should be smart enough to evaluate these issues, and supports Trump, IMHO, deserts heavy criticism. This is not a normal election between left-wing socialist/progressives/liberal ideology and right-wing/free-market/conservative ideology, and Trump is not the torch bearer of the latter, he's something far worse.

Freedom of speech only applies to the government. The media have freedom to do whatever they want as well.