Planning practitioners taught to separate cognitive and emotional qualities of judgment focus on intellectual rather than emotional relationships. This chapter argues that planning can and should combine cognitive and emotional aspects of perception, conception and evaluation. Recent research using the pragmatist approach describes and tests how people already tap and develop cognitive and social emotions to conceive problems and imagine plans for action in complex situations. Two brief planning episodes illustrate the relevance of such integration for studying and understanding the kind of planning judgments practitioners make in their everyday practice.