In this article, educators Olen Gunnlaugson and Janet Moore reflect on their experiences developing and facilitating two dialogue-based courses. They proceed with a brief overview of dialogue education and how they are situating their approaches to dialogue within the field of higher education and in terms of transformative learning. Each then reflects on their experiences and learning in the higher education courses on dialogue they teach at two universities in North America. The article closes with a conversation in which they share their approaches and questions, as well as subsequent learning from practice and reflection on the growing significance of dialogue within higher education settings. (Contains 5 figures and 6 notes.)