In the summer of 2021, NewStories launched an in-depth learning program for leaders whose work is to regenerate community. Over the last decade, NewStories has worked with grassroots community leaders throughout Cascadia, the Pacific Northwest, across North America, and throughout the world. We created a virtual infrastructure to connect leaders and communities at four scales: personal, local, bioregional and transregional. Through these virtual learning sessions, New Stories supported leaders in learning from each other and developing new skills/practices that could be applied in real time. The first of these in-depth learning sessions brought anti-racism, diversity, equity and inclusion into the middle of regenerating community work. Throughout this project we were guided by our Principles, helping leaders to Connect & Share: Be an Ecosystem, and Trust the Moment & Be Curious as they attempted to navigate challenges and identify the way forward.