This article presents the insights collected from an engaged, interactive round table session, where participants from multiple generations discussed how Generation Z interacts with and perceives managerial leadership styles in the workplace. Results from a pilot study exploring how Generation Z professionals describe their lived experiences of managerial coaching at a healthcare technology firm in the United States served as the foundation for the roundtable discussion. During the roundtable conversation, participants spanning four generations engaged in a lively discussion about their experiences with and perceptions of Generation Z in the workplace. This paper provides insights into intergenerational perspectives on the rationale, emotional responses, and outcomes associated with managerial coaching of Generation Z in the workplace that resulted from that discussion. [For the full proceedings, see ED673719.]