I have the extraordinary privilege of being in private practice and teaching in Jerusalem where I work with young children and adolescents, parents and teachers, whole families and gap year students. It is from the gap year students that I am exposed to specific insights, experiences and realities for North American Jewish adolescents inching their way toward adulthood in the early 21st century. Theirs are stories of privilege and access, of opportunity and exposure, of close families that can also be complicated, about friendships that are confusing, and about identity formation in a time of technology and rapid change.