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Matthew Dietrich Headshot

Money Can't Always Buy Success

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Republican gubernatorial candidate Bruce Rauner denies ever pledging to spend $50 million of his own money to fund his campaign, but there is no denying that he could do it if he wanted. Illinois has never seen a candidate with wealth on Rauner's scale, but wealthy candidates in general have struggled in recent years. Above are three of the five rich, failed political candidates we spotlight. Click here to see their stories, as well as the two other candidates we picked. Can you guess who they are?