In the United States, vast resources are put into end-of-life care and there is resistance to wider reliance on hospice, not to mention physician-assisted dying. How does dying get managed, and how do decisions about death get produced, within the logics that pervade contemporary healthcare? This chapter explores this question by considering how dispositions of humility and impulses toward autonomy operate both for dying persons and the caregivers attending to them in death. It argues that a relationally supported process of emotionally preparing for dying provides an experience through which we can learn about humility, autonomy, and other dispositions important for critical democratic citizenship: self-knowledge, self-determination, intellectual courage, generosity toward self and others, openness to uncertainty, and the will to persevere in our aspirations despite undeniable fragility.