SUMMARY Although there is a natural passage of responsibilities and duties from one generation to the next in any organization, academic or otherwise, managing intergenerational differences is challenging. In academic surgery, in which there are duties to patients, institutional administrators, faculty colleagues, resident trainees, and medical students are faced with multi-generations of individuals who have their own perspectives of what is "required" of them and what is "fulfilling" to them. The purpose of this essay is to relate our observations of the challenges and opportunities to manage these relationships from the perspective of North and South America in all levels involved with surgical care and teaching.