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Economic analyses of losses and damages or post-disaster needs assessments (PDNAs) are silent about the longstanding reparatory claims related to the legacies of African enslavement, colonial violence and indigenous dispossession that compound uneven racialized geographies in the Caribbean. This paper unpacks these so-called ‘objective’ valuations drawing attention to their (neo)liberal framings, technocratic underpinnings, and historical origins in the Caribbean plantation economy. Using case studies of catastrophic hurricanes Matthew (2016), Irma (2017) and Dorian (2019) in Haiti, Antigua and Barbuda, and The Bahamas respectively, the paper exposes critical tensions, knowledge hierarchies, and contradictions embedded within empirical assessments that justify and prioritize preferred policies of powerful international development, financial and governance institutions. PDNAs under-value and neglect important community and local knowledge, solidarity practices, cultural institutions, and relational ethics in the face of climate disasters in these Caribbean islands. Taking a Black geographies and political economy approach, the paper addresses the limitations and risks associated with PDNAs, deemed political tools or technologies of climate disaster that reinforce oppression. To advance an emancipatory climate justice agenda to enable more radical reparative measures and possibilities, the paper suggests that analyses and political strategy must be grounded in people's history, cultural, ethical, and communal governance practices.