I have a different opinion and believe it's 70/30 in the company's favour, especially as I don't think an IPO is a sale of a business. And there's at least a 50/50 argument on the wording of the prior settlement agreement.
Also he will definitely not get the $ 180M if he wins, of course, based on principles applied to damages paid for lost opportunity (he would have to convince the court that he would have/could have sold all of his shares at the very top of the market). He could have just as likely been a bag holder like the rest of us... More probable is calculation of damages would be based on average price of shares from IPO to judgement date.
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