This paper analyzes the experiences of farmers in Australia who have undertaken and sustained transitions from conventional to regenerative agriculture, the majority of whom are Holistic Management practitioners. The authors conclude that transitioning to regenerative agriculture involves more than a suite of ‘climate-smart’ mitigation and adaptation practices supported by technical innovation, policy, education, and outreach. Rather, it involves subjective, nonmaterial factors associated with culture, values, ethics, identity, and emotion that operate at individual, household, and community scales and interact with regional, national and global processes.