This case study examined the extent to which expected Gen Y traits surfaced in a well-managed U.S. company. The results indicate that certain Gen Y traits typically regarded as undesirable in the workplace are especially persistent, even in an optimal organizational setting, but others are not. The findings also reveal both expected and unexpected attitudes on the part of the Gen X and Boomer employees and managers. Such studies can help us move beyond generational stereotyping to more accurate, context-sensitive advice about cross-generational communication.