Student affairs counselors are typically involved in management activities, developing organization budgets, offering student leadership activities, providing counseling for career guidance, and supporting diverse learners in multicultural programs. How are these principles and leadership development immersed in a virtual world where taking flight is a symbolic representation of the distance among students and college service providers? Literature that marries these topics of Catholic values with student affairs leadership experiences in online programs in sparse. Soria, Werner, & Nath (2019) speak to the tie between leadership opportunities and positive social perspective. The Journal of Catholic Higher Education shares valuable insights into values, leadership, and the common good. However, the research remains separate. This workshop explores specific areas of ethical and moral dilemmas and challenges to leadership development that arise in online programs. It includes suggestions for initiatives to address these concerns and provides further resources