Workforce demographics have changed, and business leaders have started to question how to handle employees from different generations. With the noticeable generational divide, the issue of generational conflict is gaining prominence. Generational disagreement among employees is not new as each generation is shaped by different historical, socio-economic, and political events where each generation brings with them their unique perspective. Leaders in most organizations are aware of it, albeit few are willing to address such conflicts. Even if they do, uncertainties arise. These differences, or their unique generational characteristics, are due to the exposure to historical events during their early years. As most literature stems from the West and the historical events that happened are different, their characteristics may differ in terms of geography. An in-depth and practical understanding of generational dynamics could enhance the effectiveness of management in handling today’s multi-generational workforce. Hence, this research aims to provide insights into the characteristics of Malaysian Baby Boomers, Generation X, and Generation Y who are working locally and comparing them with the West.