Lots of literature discusses IS/IT adoption or diffusion. However, few studies focus on the initiation stage of organizational innovation process. The entrance of organizational innovations issues into agenda represents legitimation and it influences further organizational action. Therefore, this study empirically testified the factors affecting organizational discussion frequency of knowledge management project issues, controlling for the size of knowledge management scope definition. The results showed that the characateristics of knowledge management project issues and the existence of sponsors had significant impact on the issue discussion frequency about knowledge management. However, the institutional pressures did not demonstrate significant impact on the issue discussion frequency or show great influence on the issue characteristics. Neither did the organizational strategy demonstrate its impact on knowledge management project issues. Theoretically, this study is built based on perspectives of agenda building and institutional perspective, and provides more complete model to explain the discussion of organizational innovation issues. For practical knowledge management proponents who attempt to initiate knowledge management in organizations, they need to understand how knowledge management issue is placed into agenda for organizational legitimating.