Chief Executive Officer
After founding Monument Advocacy in 2006, Stewart has built the firm into one of Washington’s premier, boutique advocacy firms. As CEO, he is the driving force behind the organization’s mission and vision, which has led to “explosive growth” according to the Washington Post. A major policymaker and influencer, Stewart has served in high-ranking government positions in both the Executive Branch and in Congress and acted as a senior advisor to leaders at some of the world’s best-known corporate brands. A frequent guest on CNN and Fox News, he is regularly quoted in the Wall Street Journal, Washington Post, New York Times, Axios, Recode, Politico, The Hill and other influential media outlets. Prior to launching Monument, Stewart served as the first Assistant Secretary for Policy and Planning at the U.S. Department of Homeland Security (DHS), following his unanimous confirmation by the U.S. Senate. At DHS’s Border and Transportation Security Directorate, he oversaw agencies such as U.S. Customs and Border Protection and the Transportation Security Administration and led efforts to develop and implement policies related to immigration, visas, and travel facilitation; cargo security and international trade; transportation security; and law enforcement. He worked extensively with foreign governments, testified frequently before Congress and represented the Administration publicly on a diverse set of issues. Stewart also chaired official government advisory committees on international trade and tourism and served on the President’s Advisory Committee to Protect Americans’ Civil Liberties. Before joining the Bush Administration, Stewart served as General Counsel to Assistant Senate Majority Leader Don Nickles (R-Okla.), where he played a major role on a wide range of policy issues including law enforcement, commerce, nominations, constitutional law, campaign finance, and telecommunications. He also oversaw the creation and management of the Senate Republican High Tech Task Force. Stewart also served as Counsel to Senate Judiciary Committee Chairman Orrin Hatch (R-Utah) and to Senate Committee on Rules and Administration Chairman John Warner (R-Va.). Stewart’s private sector experience also includes positions at Vivendi Universal Entertainment and the law firm Baker & Hostetler. Stewart is a member of the Board of Trustees of the Migration Policy Institute, and serves as a member of the Appalachian Trail Conservancy Advisory Circle, and the MITRE Homeland Security Advisory Board. He was a Senior Fellow at the Center for Strategic and International Studies, and has served on several corporate boards and numerous think-tank task forces. He holds a degree from Williams College, a J.D. from the University of Virginia and graduated from the Woodberry Forest School, where he serves on the Board of Trustees and formerly chaired the Board of Advisors. Stewart and his wife Jenny live in Washington, D.C. with their three children.