Recent years have seen an increase in scholarly focus on the intersectionality of ageing within the context of contemporary migration patterns. The conventional paradigm of anticyclical migration, characterised by the influx of a youthful workforce into receiving countries juxtaposed with the exportation of unemployment and retirees to sending countries, is not universally applicable. This is particularly evident as a growing number of migrants seize opportunities to establish permanent residency in their destination countries. The primary research question of this chapter is: how long-term migrants in Japan address the question of family communication and parents’ care issues in transnational spaces, considering the limited options for elderly migration to Japan. To address this, we undertake a qualitative comparative analysis of two groups: Filipinos and nationals of former Soviet Union (FSU) countries. The selection of these groups is predicated on the authors’ geographical origins, thereby facilitating a nuanced exploration informed through firsthand experiences. By examining online communication, in-person interactions, and transnational care arrangements, we address the processes of digital kinning and changing perceptions of family connections in migrants’ life courses. This chapter further evaluates the influence of interconnectedness with family, social networks, and support systems on migration experiences and in shaping later-life prospects. This study contributes to intersections of migration, family dynamics, and ageing, offering critical insights into the changing landscape of familial structures amidst the backdrop of global migration trends.