Without power and political authority, planning theorists’ advice for planners to be politically astute is of little help. The politically astute planners could do little in the face of political pressure. In this context, the logical advice for planners would be to join politics and acquire the political authority that they need to materialize their plans. This article, through case studies from the United States, Brazil, and Nepal, shows that the planners who joined politics were able to accomplish some of the most difficult planning tasks in their towns and suggests that planners should take up elected position as and when possible.