Racialized Legacies: The Transnational Politics of Indo-Caribbean Belonging examines how second-generation Indo-Caribbean young adults in New York City and Toronto navigate the racial legacies of both the Caribbean and North America. Raised in immigrant families shaped by histories of indentureship and colonial anti-Blackness, they confront dominant racial categories and forge new forms of belonging through community organizing and digital activism. Based on four years of ethnographic and digital fieldwork, the book shows how these young leaders negotiate the boundaries of “Black” and “Asian” to construct an Indo-Caribbean identity grounded in political solidarity and diasporic memory. The book makes three key interventions: (1) it traces how narratives of race—especially anti-Blackness—are inherited and reconfigured across generations; (2) it shows how local racial formations in the U.S. and Canada influence identity and coalition-building; and (3) it introduces digital transnationalism as a central practice through which the second generation cultivates diasporic consciousness and mobilizes across borders. By highlighting how leaders challenge inherited racial boundaries in both urban and digital spaces, this book contributes to scholarship on race, migration, and transnational belonging