He does have a law degree.
One of those liberties is the right to a free press - "free" specifically meaning "has the right to annoy rich and powerful people."
Thiel promotes Thiel.
It's a clear difference in scope.
IMO a culture that can't tolerate having a court jester like Gawker on the premises isn't a healthy one.
Sometimes a jester can go too far, and a kick in the ass is deserved.
But trying to nuke the jester from orbit is an act more common in totalitarian regimes than in those that value personal freedoms.
Surely ACLU lawyers (many of whom are minorities) have been wronged by the government and that contributes to their desire to help others who have had similar treatment.
This is an interesting one. If the answer is "yes", then donating to the ACLU should itself be criminalized.