This article puts forth 2 competing notions of the American Dream, 1 radical and 1 conservative (both put forth by Thomas Jefferson), as the basis for 2 competing public philosophies of American democracy and education. This article traces out the ecology of inequality that has determined the context of these 2 competing public philosophies, especially in relation to the evolution of U.S. education. The ideology of the American Dream is still a potent philosophical means for constructing reformist discourses for American politics and education. The rhetoric of the American Dream focuses on the unrealized promises found within the Declaration of Independence and it articulates the need of equality and freedom for all members of our society. This article traces the framework of these conflicting American Dreams from their inception and into our contemporary context.