Although the external evaluation of ideas was once held to inhibit creative thought, the role of evaluation has recently been reconceptualized as a tool with the potential to facilitate the generation and implementation of creative ideas. Along these lines, idea evaluation is proposed as a critical, albeit virtually unexamined, function of leaders operating in creative domains. However, leader idea evaluation is a complex, demanding activity. This chapter proposes a number of key challenges and constraints bearing on leader idea evaluation processes, as well as capabilities that may be expected to facilitate the appraisal and revision of followers’ ideas. Several strategies are proposed for supporting the development and execution of these critical leader capabilities, such that follower creativity and organizational innovation are enhanced.