This article critically analyzes Obama's singular political victory. The author begins by laying out current racial, socio-economic, educational and political challenges that await President-elect Obama. He goes on to analyze Obama's political discourse and then questions whether or not Obama would be able to meet these challenges. The author acknowledges the historic significance of Obama's remarkable victory and states the victory is worth celebrating. However, he argues that Obama's victory does not necessarily guarantee fundamental educational, socio-economic, and political changes, as he is surrounded by many of the same opportunist, conservative and privileged white males who have maintained and profited from the U.S. political system for centuries. The author, therefore, invites people involved in grassroots and progressive socio-political movements to continue to mobilize, organize and use Obama's political slogan "change from the bottom up" to make him accountable for decisions that he would make in the months or years to come.