Chris Cleveland



Chris is a Republican / conservative activist.

In 1984, Chris graduated from Princeton University, where he studied politics.

From 1984-86, he served as Campaign Staffer, Legislative Assistant, and then Campaign Manager for Fred J. Eckert, a conservative member of Congress from Western New York.

In 1990 he graduated from the University of Chicago MBA program.

In 1995, Chris served as expert witness for the plaintiff in King v. Illinois State Board of Elections, a federal lawsuit challenging the constitutionality of the racially-gerrymandered Illinois congressional districts. The case reached the U.S. Supreme Court, where the plaintiff lost 6-3.

In 1999, Chris ran for Alderman in Chicago’s 43rd Ward. Over the course of four months he recruited 400 volunteers and raised and spent $120,000. He was endorsed by Donald Rumsfeld and Loleta Didrickson.

In 2001-2002, Chris served on the Republican State Central Committee for the 5th Congressional District. The Republican State Central Committee is the Board of Directors of the Republican Party in Illinois.

In 2002 Chris ran Joe Birkett’s field operation in the City of Chicago in his race for Illinois Attorney General. In 2006 he ran a similar operation in Birkett’s race for Lieutenant Governor.

Chris served on the Board of the Federalist Society, Chicago Lawyers Chapter, for 20 years. He was the sole non-lawyer on the board. Chris chairs the Federalist Tavern Debates from time to time.

He is currently the Republican Committeeman for Chicago’s 43rd Ward. On March 20, 2012, he won re-election with 70% of the vote.

He served as Vice Chairman of the Chicago Republican Party from April of 2012 to May of 2015. During that time he served as spokesman and media contact, where he has secured more earned media than the Party has received in a generation. Major media hits include the Chicago GOP Chik-fil-A complaint, forcing Rahm Emanuel to come home to deal with the teacher's strike, and the Chicago GOP initiative to recruit candidates across the city. His earned media and social media efforts brought in 150 applications from potential candidates. He was also active in fundraising for the organization. He has personally raised a significant portion of funds received by the Chicago GOP over the last two years.

He was elected Chairman of the Chicago Republican Party in May of 2015.


Chris owns Dieselpoint, Inc., a Chicago-based software company. Dieselpoint supplies Enterprise Search software to a number of Fortune 500 companies, including Nielsen, Porsche, McGraw-Hill, and Northrop Grumman. Dieselpoint donates software and services to conservative organizations, including the Heartland Institute, which uses it to power their “PolicyBot” research website.

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