This chapter describes how music might be used motivationally in the workplace and how it may be a central activity in our retirement. Beyond music’s ability to direct and positively affect our work and retirement, we discuss career choices and the vicissitudes of age-associated job performance concerns, age stereotypes, and workplace and career changes. We also note stages of retirement and concerns for equity in the workplace, the role of musicians in promoting social justice concerns, and the economics of retirement. We also discuss ways of making a musical “comeback.”