In this article I discuss ageism as a force that excludes older people from society and normative images and models of living, and pay attention to its underlying cultural sources and strategies for inclusion. To begin, I will discuss how “compassionate ageism”—typical for the early welfare state—has been replaced by more harmful forms of ageism. This is followed by an exploration of deeper causes of ageism from the perspective of finitude and the interhuman condition. Lastly, I explore some preconditions for a cultural inclusion of older people—notably, the acceptance of a fundamental ambivalence related to aging. For the timely project of developing an inspiring culture of aging we need an art of living that resists ageist labelling and stigma, embraces the ambivalences of finite life, and doesn’t stop at “old age.”