This research describes the process of developing an agricultural drought-triggering methodology for anticipatory action (AA) within the context of Timor-Leste, an Indo-Pacific nation grappling with limited observation data. Drought is a severe and recurring natural hazard in Timor-Leste, significantly impacting livelihoods and exacerbating food insecurity due to the compounding effects of the climate crisis. This study provides a comprehensive understanding of the methodology’s development, highlighting the collaborative establishment of an AA protocol with the government and the humanitarian community, spearheaded by the Food and Agriculture Organization of the United Nations and the Government of Timor-Leste. Overall, this study aims to facilitate a transition towards a preemptive approach for disaster risk management and highlight the advances of the introduction of Artificial Intelligence (AI) moving forward.