What does a “debate” which takes place solidly on the left end of the political spectrum sound like? As Obama’s presidency approaches its one year mark what can be said of it? Dedrick Muhammad and Jared Ball were invited to lead this discussion hosted by Morgan State University’s Omega Psi Phi Fraternity, Inc. While the national conversation is stifled, held between the narrow limits of corporate interests on one hand and a soft liberalism on the other, this discussion attempted to press those boundaries by focusing first on the African American community. From there varying perspectives of the Black left were developed as the point of departure for a more broad exploration of the almost one year mark of Obama’s presidency. Can/should Black people be critical of Obama? What are the benefits for Black people and the world to Obama’s presidency? What next steps should be taken? What material changes have occurred or might yet occur as a result of Obama’s election?