Following his graduation, DeStefano worked for the House Republican Conference as a liaison to outside conservative groups. In 2006, he ran the reelection campaign of Ohio Representative Deborah Pryce.[4]
Prior to his White House positions, DeStefano worked for Ohio Republican Congressman John Boehner. From 2007 to 2011, he was Boehner's political director. From 2011 to 2013, when Boehner was Speaker of the United States House of Representatives, DeStefano served as Boehner's senior advisor. DeStefano also worked with the Republican National Committee building "a 2016 voter file and political database."[5]
Data Trust
In July 2013, DeStefano was named president of Data Trust,[6] a private company that is the primary handler of voter files for the Republican National Committee.[7]
In May 2019, The Washington Post reported that DeStefano was leaving the administration on May 24 and intended to advise companies including Juul, an e-cigarette company with substantial business before the Food and Drug Administration.[10] He was also appointed to the Fulbright Program's Fulbright Foreign Scholarship Board in 2019,[11] and has served as a director for the National Park Foundation.[12] DeStefano founded consulting group Utility Strategic Advisors and registered in 2020 as a lobbyist in Missouri.[13]