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Yeah, but typical loser CEOs were in the $10-15M exit strategy category back in yesteryear. Sure, they made out well, despite failing but at least the damage was contained.
Well, this guy's was $17M until the Yahoo stock price went way up.
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http://money.cnn.com/2014/04/17/technology/de-castro-yahoo-pay/index.html?hpt=hp_t2
I'm sure his brilliant intelligence, special ability to work with people, knack for advertising, and commitment to the company earned him every penny.