> The linked case is about a celebrity worth quite a bit of money and still it wasn't enough to get the case decided in his favor, it needed yet another - bigger - millionaire / billionaire to step in to sway the case.

But that's not what happened. The case was "decided in his favor" a long time ago when Gawker offered to settle for a sum of money that would far exceed anything he could have expected in his wildest dreams in any other country other than the US. Thiel intervened not to win Bollea more money (indeed, he may end up getting less), but to pay Bollea off so that the case would be about hurting Gawker more than benefiting Bollea, which is what Thiel wanted. I understand that they even changed the lawsuit so that the insurance wouldn't cover the payoff to Bollea -- getting him less money -- only so that Thiel could hurt Gawker further.