re: #136 goddamnedfrank

I think one of Chuck’s many miscalculations was asking for the grotesque figure of $66 million dollars. I mean, even if we assumed that his case had any merit at all, that figure is so high that Gawker never would have batten an eye spending 0.1% of it to get this far and see if an anti-SLAPP and a MTD would stick. It would’ve been insane for anybody to even contemplate settling before filing those motions, or discovery. Chuck’s expectations for how this might play out were so grotesquely out of step with reality that Burns’ acceptance of the case (I assume entirely on contingency) constitutes a kind of professional malpractice in my opinion.

I think his master plan was to ask for an astronomical figure he knew he’d never receive, expecting Gawker would settle out of court for a lower sum. That strategy has clearly failed.