This certainly sucks for Kotaku, Deadspin, etc, but their owner rightfully got owned in this scenario. I feel bad for them in the same way I felt bad for Enron's employees. It had nothing to do with them, but this is how it's gotta be.
The complaints about Thiel would be valid if was using his money and influence to harm Gawker purely out of vengeance, but in this case he was on the right side of the legal battle helping someone who was legitimately harmed by Gawker's actions. If anything, it would be an affront to justice if Hogan didn't win. That said, the severity of the consequences was definitely manipulated to be maximized via legal tactics, but that could've been done with or without Thiel's help.