Military psychologists must provide a full gamut of mental health evaluation, treatment, and consultative services in a variety of nontraditional settings. Internship training and postdoctoral supervision are key to producing competent military psychologists that can simultaneously serve effectively as commissioned officers. The context of supervision has evolved in recent years as the majority of military psychologists are deployed to the combat theater and many are tasked with nontraditional operational roles. This article explores the key ethical considerations faced by supervisors who prepare psychology interns, postdoctoral residents, or civilian psychologists for high-risk military roles in a time of war. Recommendations are provided for both clinical supervisors and military psychology leaders.