This study examined the nature, characteristics, and challenges of grassroots leadership teams and the role of these factors in promoting cognitive complexity in order to provide insight into collective forms of bottom-up change. The study is framed by the literature on leadership teams. Using interviews from a case study conducted at five higher education campuses, we explored two types of leadership teams (sense-making and problem-solving) across different initiatives. The results from this study extend the literature on bottom-up change, leadership, and grassroots teams.