Firms face various critical challenges when pursuing a coherent course of action that seeks to create value for the long term. They are required to balance myopic and hyperopic behavior. They must ensure coordination, adopt a holistic view of various functional perspectives, and foster commitment among key decision makers. They need to develop a credible and compelling line of reasoning that employees understand and can act on. Adopting the perspective of roadmapping as a strategy tool, this article advances the argument that roadmapping is especially suitable in helping firms to surmount these three critical strategic challenges. This article distills three core features of the roadmap: graphical representation, multi-disciplinary integration, and scaling. It then reviews the three critical strategic challenges and shows how roadmapping can help to overcome each of these. Following this explanation, the article describes ten key principles for effective strategic roadmapping that support firms in obtaining the strategic benefits promised. The article concludes with additional insights for practice with the intent of encouraging further exploitation of roadmapping’s potential.