Roadmapping, originated from industry as a strategic planning tool, is attracting increasing applications in academy. Based on the recognition that roadmapping is a knowledge creation process, this paper analyzes what kind of support is needed or helpful for establishing a creative environment for roadmapping in academy and reviews various types of such support from the perspective of i-system methodology. As case studies of such support, this paper further introduces roadmapping pratices in Janpan Advanced Institute of Science and Technology.