Brushwood Rose examines how the creative experience of Digital Storytelling (DS) is essential for cultivating an increased sense of social agency for participants by also making room for the psychological complexities of such an achievement. Drawing on her study of a DS workshop for newcomer women in Toronto, Brushwood Rose argues that the social change engendered through digital storytelling projects is grounded in the emotional worlds of participants and their experiments with psychological creativity. The chapter complicates and enriches current understandings of DS as a method of community development and social transformation by suggesting that there can be no social relation without the potential space in which to take the emotional risks that animate a creative life.