Bill Hillsman is simply, in the words of Slate.com, "the world's greatest political adman." With his groundbreaking consulting work on Paul Wellstone's senatorial, Jesse Ventura's gubernatorial, and Ralph Nader's presidential campaigns, he was the first to publicly challenge the conventional strategies of political campaigns, the inefficiency of campaign spending, the desultory, banal, and insulting political ads. As Hillsman says, "I don't believe you can annoy someone into voting for your candidate."

Hillsman first rocked the political establishment during Wellstone's 1990 Senate bid,...