Heilemann holds a bachelor’s degree in Journalism and Political Science from Northwestern University and a master"s degree from the John F. Kennedy School of Government at Harvard.
He is the co-author (with Mark Halperin) of Double Down and Game Change, books about Presidential campaigns. He and Halperin currently co-host With All Due Respect, a political analysis show on Bloomberg Television and Microsoft and National Broadcasting Company. He previously was a staff writer for The New Yorker, Wired, and The Economist. He is the author of a previous book, Pride Before the Fall, about the Microsoft antitrust case.
He was the host of a four-part documentary series for Discovery called Download: the True Story of the Internet, about the rise of the World Wide Web, which first aired in 2008.