This research provides a framework identifying dynamic tensions that occur as subordinates try to maintain a sufficient degree of politeness while reporting to superiors on workplace tasks. Building on politeness theory, the framework suggests how conventional politeness dimensions, such as deference, solidarity, and non-imposition are challenged by organizational obligations and workplace tasks requiring confidence, direction, and individuality. The framework evolved from a series of analyses of two samples: one consisting of e-mail between international project teams and their domestically located supervisors, the other of Asian and U.S. business undergraduates' responses to two workplace scenarios involving critiquing a superior's work. Analyses revealed competing communicative dimensions relevant to subordinate-to-superior interactions, including dimensions that are underdeveloped in politeness literature. Examples from these data suggest that managing a sufficient equilibrium between these dimensions requires a substantial knowledge of rhetorical and linguistic alternatives.