This course provides strategies for developing skills in supervising students, clinical fellows, and employees. Emphasis is placed on avenues for reflection, use of tools to recognize and address value conflict, developing methods of delivering effective feedback. This virtual lecture provides the participants with strategies on how to deal with challenging personalities in both clients and in the workplace, by first, learning more about themselves. Beginning with the art of emotional competency, participants learn about different personality types, conflict resolution styles and where they may fall in each category. Participants then acquire skill sets to help manage emotions in themselves and how to more effectively connect with those they are working with. To conclude, recommendations are given on how to better prepare for entering difficult situations with challenging personalities. Throughout the presentation, implications and applications of these ideas when working with parents, supervisors, and supervisees are discussed. After this presentation, speech pathologists are able to increase their competency in dealing with challenges when working with families that are affected with learning and speech disabilities, and were able to work more effectively on multidisciplinary teams and in supervisory dynamics.