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Robert Clifford

Age: 62

Occupation: Founder and principal partner, Clifford Law Offices

In 2013, Clifford’s prestigious boutique personal injury firm won a total of $66.9 million in 13 cases, including a $15.5 million lawsuit against University of Chicago Medicine. With elections on the horizon, all the major Democratic pols, from Hillary Clinton on down the line, will be coming cup in hand to this important Chicago fundraiser.