While Dimon and Paulson are no angels when it comes to their financial dealings and their companies’ hands in the financial crisis, few people can be linked more closely to that economically harrowing event than Robert Rubin. As Treasury Secretary under President Bill Clinton, Rubin “helped usher in one of the greatest deregulatory eras in U.S. history … and made it possible for economically essential banks to gamble taxpayer dollars on volatile stock markets,” according to Listverse, which included Rubin on a roundup of the Top 10 Evil Businessmen. That paved the way for the establishment of massive banking institutions like Citigroup, which, wouldn’t you know, Rubin went to work for after leaving the Treasury post. Citigroup would later receive $45 billion through the government’s Troubled Asset Relief Program.