When seeking to accomplish public ends in a prudent manner, administrators are occasionally put in precarious situations that require a degree of metis. Metis is a distinct form of knowledge characterized by a mixture of wile and wisdom and is valuable because it can offer viable alternatives for solving complex problems in contingent situations. Individualized problems often require administrators to forego routinized recommendations and pursue a path to prudence through shrewd thinking and action. However, if metis is not properly contained, it runs the risk of sinking under the weight of unscrupulous motivation and of negatively affecting the legitimacy of administrative action. What is important is that a crafty ethos is bound within a proper sphere. This is why a bounded metis informed by a modified version of intermediate scrutiny may provide a meaningful guide that legitimizes the ability of administrators to handle ambiguous situations in a prudent manner.