This chapter discusses the historical overview of older adults, challenges faced by older workers and the future trends. It opens with a case study of a 65 years old man who is a former high school coach and history teacher. People are delaying retirement and working longer for a number of reasons including such factors as significant changes in Social Security. An employer’s perception of older adults as lacking flexibility in adapting to changes or learning new job tasks and skills can contribute to older adults being overlooked for promotions and advancement. Ageism is still a significant negative force in the work world and is visible in hiring practices, promotion decisions, and terminations. Discrimination in the workplace can impact an individual’s physical and emotional health. The perception that other employees have regarding older adults can create issues that contribute to discrimination in a workplace setting.