The purpose of this study was to explore the ways social movement leaders experience and make meaning of personal and organizational ruptures. Through this research, I documented the practices people use to process rupture, what emerges from the aftermath of rupture, and how rupture can be generative. In this study, I used intimate inquiry and abolition feminism as a methodological framework to gather and analyze stories of rupture. The data collection methods I used in this study were in-depth interviews, a focus group/circle, and personal artifacts. Pedagogies of heartbreak as a theoretical framework revealed how movement leaders can learn from these stories of rupture, the lessons that come from the process of things falling apart, and the generative outcomes that may emerge from rupture.This study found relationships were a key factor in how people experienced rupture and heartbreak, as well as a vital part of how people processed rupture and heartbreak. This study found social movement leaders needed and desired (a) opportunities for genuinely safe and restorative processes, (b) organizational safety protocols for when harm and/or rupture occurs, and (c) time and space to process individually and collectively. This study also found rupture could be generative, and despite the pain of rupture, many people still had and/or practiced a commitment to hope. The findings of this study indicate that movement leaders and organizations would benefit from the development of safety protocols for how to respond and hold space when sexual harm, trauma, violence, death, and other forms of rupture occur.