This chapter discusses gender, remittances, and transnational families and the association of these notions with international labor migration. It argues that the absence of a female member from a family due to migration produces socioeconomic realities and vulnerabilities that subtly differ from the experiences of a family whose absent member is male. The chapter examines these gendered impacts of migration on transnational families in Southeast Asia and Southern Africa, with a focus on experiences of socioeconomic (in)security and migrants’ remittance behaviors. Gender interacts with migration flows, trends, and impacts, making it a significant unit of analysis for understanding migration dynamics. While Southeast Asia and Southern Africa have both experienced the feminization of migration, trends in Southeast Asian show a higher level of female migration. Migration in Southern African seems to be dominated by males and, consequently, reveals nuanced differences in remittance flows and the life experiences of and impacts of migration on transnational families. This is because female migrants, as seen in Southeast Asia, are more likely to maintain connections with family back in the countries of origin and consistently remit resources to them. Male migrants on the other hand seem less likely to maintain such connections and are quite unlikely to remit. If they do, they tend to remit less frequently. These gendered subtleties create contrasting experiences and ultimately produce contrasting socioeconomic impacts on transnational families.