This study explores the ‘development process of contradiction’ and the aspects of ‘generative collective learning’ driving the group change. To achieve this goals,this study explored the aspects of collective learning in which the group itself changes its structure and form in order to adapt to the change of context. Through this, this study attempted to clarify that collective learning played a role in defining the group’s own way of being, beyond learning activities in a narrow sense. In accordance with this purpose, the ethnography was conducted on the process of group change process of the journalist group in newspaper A. The findings are as follows: The contradiction structured within the group as the context changed acted as a driving force for group change, and the generative collective learning that emerged in the process of recognizing and overcoming the contradiction in the group qualitatively restructured the group. I found such generative collective learning was a process of organizational, communicative, and systematic changes in which the group undergoes emergent evolution.