Washington, DC

Phone: 708-670-5543



Jonathan Callaway

Jonathan Callaway joins Five Corners Strategies as a Campaign Manager based in the DC branch. Heis a leading expert in Grassroots and Digital Marketing and has extensive experience in managing successful voter turnout programs across the country.  Prior to joining Five Corners, Jonathan was the Regional Digital Director of the Midwest for a millennial outreach non-profit. He also has a strong background working in education public policy, where he has advocated for higher educational standards and the expansion of charter schools and voucher programs. 

Over his career, he has been responsible for developing many diverse communications and partnerships programs for grassroots clients. In addition, Jonathan’s field experience includes implementing and maintaining ID, Absentee/Early Vote and GOTV programs. He has also built numerous winning local and national mail programs, digital advertising campaigns and broadcast campaigns. 


During his “free” time, Jonathan has founded a tech startup that connects voter files to social media data, enjoys surfing, playing golf and sits on the board of the International Press Club of Chicago.

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