The study focuses on understanding generational differences in the workplace in Sudanese private sector. Specifically, the study attempts evaluation of the generational differences in the workforce and how manger can manage these differences. This is in addition to evaluation of the distinct characteristics of the employees from older workforce and digital generation in the private sector in Sudan. The study adopts qualitative approach for the data collection and analysis, primary data was collected by interviews. The main findings reveal that, there are some differences between the two generations regarding their attitudes, values, perceptions and expectations, digital workforce tend to show higher expectations regarding career and life advancement rather than old generation. The older generation appeared to be slightly more satisfied with their jobs rather than the digital generation. Accordingly leader and manager should attempt to manage and reduces the gap/conflict between the two generations, they must try to enhance communication channel between the two in order to enhance their ability to understand each other and correct the misperception toward each other.