The co-editors of Artivate, Gary Beckman and Linda Essig, have shared an interest in advancing arts entrepreneurship as a field of study since Beckman first interviewed Essig as part of his research toward what has become a foundational article (2007) in the field, “”Adventuring” arts entrepreneurship curricula in higher education: An examination of present efforts, obstacles, and best practices.” The current article presents a dialogue between them in which they discuss the nature of the discipline and the challenges and opportunities presented by the launch of Artivate.