Dana is a graduate assistant in the second year of a master's program in student personnel. In a class discussion of assistantship issues, Dana reveals that he has decided not to enforce the university's policy of "writing up" all underage students who are in a residence hall room where alcohol is present. He says that in his opinion the punitive nature of the policy, which imposes a $200 fine, flies in the face of any opportunity for learning and drives the targeted behavior further underground. Dana says that the residence hall supervisors know about the decision and that they have discussed the possible ramifications and consequences. As an educator, what is your responsibility to both Dana and to others in the campus community? What are the obligations of others? The purpose of this article is to explore the layered dimensions of learning in the context of everyday ethical dilemmas and to examine the ways in which student affairs educators, classroom faculty, and institutional leaders can serve as ethical elders on campus. We believe that educators are obligated to serve as ethical role models, especially for students and younger colleagues who aspire to serve as educators themselves. (Contains 11 notes.)