I don't much care for Peter Thiel. I didn't exactly mind that he funded legal action against Gawker in itself, what bothers me there is the same thing that bothers me about this:
Money should not affect the outcomes of legal actions, directly or indirectly. Similarly, money should not allow you to become a citizen of a country you've never lived in, on a whim.
Sadly we're not close to removing money from the equation in either of those areas (and many more), and we probably never will be.
All of that aside, Thiel's use of his money to get a leg up is a symptom of the problem, not the cause. It's one example among a sea of examples. And the only reason it's getting this level of scrutiny is because Thiel has taken "unpopular" stances.