Free speech doesn’t mean freedom from being held to account for your speech.
Free speech is only an unalienable right, in the US, from the government. Not facebook, not google, and certainly not individuals suing a private entity.
Everything else stems from the public and historical landmark court cases related to free speech- and the benches of the supreme court have staunchly defended freedom of speech from the government.
You’re confusing the concept of Free Speech and the law codified in the First Amendment rights. Free Speech as a concept is (by necessity) much broader (both as defined in the declaration of human rights, and as envisaged by the thinkers who originally proposed it). It doesn’t mean “there’s no accountability whatsoever” but it does mean that there’s an active duty to uphold individuals’ rights to articulate themselves. Unfortunately this confusion is extremely common — even the Wikipedia article restricts it to government intervention in the opening paragraph (but then broadens it).
And that debate is ongoing; for example, you can be held accountable by the government in certain cases (see "Seven dirty words").
Free speech isn't absolute, you somewhere have to draw a line determining where free speech ends and the protection of an individual's rights begin.
That's not good, no matter if you happen to agree politically with said guy with too much money at this particular point in time.
What is frightening about Thiel’s involvement case is the playbook: destroy media companies that have been critical or embarrassed you, by secretly funding any and all lawsuits against them, even if frivolous.
Maybe. Thiel funded the destruction of Gawker for their crime against Hogan. He probably wouldn't've funded it if he hadn't had a personal grudge against Gawker, sure, but Hogan's lawsuit was entirely legitimate. If there hadn't been a legitimate lawsuit against Gawker, only illegitimate ones, would Thiel have funded those? We really can't say.
Did he actually do this? (all and any, even if frivolous)
Essentially, the bigger issue here is that Gawker could hide behind a bunch of lawyers even when they knew they were doing something despicable. Take that away, and things get fairer pretty quickly.
This is not the current standard. You can yell fire in a crowded theater all you want (probably). We no longer use the "clear and present danger" standard, instead Brandenburg v. Ohio changed it to be "imminent lawless action"[1].
1: https://en.wikipedia.org/wiki/Brandenburg_v._Ohio#the-decisi...
I hate that this example is always used. Yelling fire in a theator for a laugh isn't "expressing ideas". It's a kind of social fraud: in some sense we depend on each other to make society work and someone shouting that our lives are in danger when they are not is violating this trust. Not by expressing some philosophical ideal but by exclaiming something they know to be false.
There's nothing about the constitutional idea of free speech that says it has to be of philosophical value or true.
Just googled this. Thanks for bringing it up, I hadn't heard about this case before.
In particular, a lot of people who align themselves with libertarianism quite commonly have their views simplified to an absurd extent. If a person advocates for "free speech", do you necessarily think that they advocate for everyone being able to publish anything at all, without any repercussions whatsoever? If a person says "capitalism rules", do you honestly think that he believes that no company should be regulated in any way?
I think that at the point where you simplify a person's political views to two-word formulas, you may have already lost most of the knowledge of what they actually believe in.
Furthermore, it was a civil suit, not a criminal suit. You're talking tort law, not criminal law, which has a lower standard of proof.
Lets put the shoe on the other foot. Say some guy stole nudes from your sister / mother / daughter and posted it on the internet for profit, do you think he should be free from liability of his actions? I would think not.
Free speech --> Sue a magazine
Capitalism rules --> Sue because a company is too powerful
For a self proclaimed libertarian, his actions are about as libertarian as a baked potato.