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A prominent D.C. businessman on Monday admitted to financing an illegal shadow campaign to support Vincent Gray in the city's 2010 mayoral election. Federal prosecutors accused contractor Jeffrey Thompson of illegally funneling more than $2 million to local and national candidates from 2006 to 2012, and that he did so with Gray's knowledge in 2010. We explore the specific accusations made by the prosecutors in the case, and their implications for D.C.'s political system.