Strategic roadmaps provide a visual approach for structuring long-term plans, conveying policy commitments, summarizing an organization’s intent and depicting prospective pathways to realizing a vision. When it comes to generating roadmaps and deploying them to enhance communication, NASA is the preeminent author and publisher of these purposeful visualizations. They have a breadth and depth of experience, consistently creating strategic roadmaps since the early 1960s, and have produced a rich array of various types spanning the spectrum of organizational/program levels and administrative functions. In addition to highlighting notable examples published by NASA, a critique and contrast is made in respect of their presentational style, message design and narrative sequence, content and substance, diagrammatic structure, orientation and format.