This chapter explores how first-generation Korean American men, as ageing sons in diaspora, navigate and reconstruct paternal relationships across vast geographical and emotional distances. Drawing on a unique dataset of 22 handwritten letters composed during Father School seminars in the United States between 2014 and 2015, this analysis examines the narrative practices of confession, empathy, and forgiveness through which men revisit paternal legacies. Father School, a transnational evangelical movement, explicitly seeks to reshape men’s paternal practices, encouraging more emotionally engaged and communicative models of fatherhood. The findings identify four recurring themes: a deep-seated guilt over filial absence due to migration, a compassionate reinterpretation of authoritarian fathers in light of their own experiences, the infusion of filial ties with evangelical idioms of salvation, and the use of paternal reflection as a catalyst for redefining their own fatherhood identities. To conceptualise these practices, this chapter introduces the idea of filial memory work—the deliberate, narrative reconstruction of paternal relationships through memory, confession, and forgiveness. This concept expands upon theories of social and emotional remittances by foregrounding memory itself as a central medium of intergenerational negotiation. The study argues that for these men, becoming new, more emotionally engaged fathers required a profound and simultaneous act of becoming new sons. Ultimately, this chapter contributes to scholarly conversations on migration, family, and ageing by demonstrating how upward ties to fathers remain central throughout the transnational life course and by illustrating how diaspora contexts reshape Confucian traditions and gendered expectations of care.