Groupon head Andrew Mason is the latest CEO to make a shocking departure.
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Shannon Stapleton/Reuters
Bernard Madoff (Bernard Madoff Investment Securities) -- In one of history's biggest swindles, Madoff's decades-long, $65 billion Ponzi scheme came to a screeching halt with his December 2008 arrest and earned him 150 years in prison. He had been widely regarded as a pillar of the investment community, and his son later committed suicide over the charges.