This article analyzes three kinds of privilege—roughly, the monopoly or near-monopoly of a prized social good by a group—in terms of the political barriers facing attempts to reform them. Extending previous work, it distinguishes among discrimination privileges, which are zero-sum and relative, benefiting some groups at others’ expense; monopolized social right privileges, involving goods enjoyed only by some that can and should be extended to all; and differential treatment privileges, involving disagreement over whether a good currently monopolized by some should be extended to all or to none. The political barriers to reforming discrimination privilege involve group interest; those to reforming monopolized social rights include privilege, ignorance, cost, priorities, policy uncertainty, and the psychological wage. Differential treatment privilege is complicated. An exercise in applied political realism, this article treats normative categories as political inputs rather than philosophical conclusions and seeks to demonstrate the insights enabled by doing so.