This paper addresses the challenges facing rail operators and their workforce when recruiting, retaining, training and promoting ageing employees. The number of older employees is resulting in a shift in workforce demographics. Some of the implications include age sensitive risk assessments, medical surveillance, adapting the workplace environment, review of the health and safety procedures to address challenges in the railway operations. The ageing workforce is a reality and without proper planning and revision of safety related policies, companies could face litigation on discrimination, exclusion and safety related violations from employees.