This chapter offers an account of nine-months with the Young Lion's Global Artists, a youth arts program based in Chiang Mai, Thailand. This chapter serves as a practitioner's account, illustrating the program's creation, selected activities and group dynamics. Through these accounts the chapter further seeks to offer this program as an example of the potential for community-based art programs to cultivate conversation and social engagement. Over the course of a nine-month period this particular program was instrumental in creating bonds across ethnic divides that had initially caused social separation and tension when the program began, further highlighting the potential for arts program to inspire conversation and transformation (Greene, 1995; Eisner, 2002; Barrett, 2010).