Since 1980, the U.S. has experienced 391 climate disaster events that each caused over $1 billion in losses. Droughts account for 13% of these disasters, with total losses over $360 billion. Accelerated climate change and development in areas vulnerable to climate impacts are escalating these water security risks, requiring urgent shifts in scientific research towards more actionable information for decision-making and climate resilience. A key challenge to developing science-based solutions for these events is creating robust data and tools that provide relevant policy and water management information that are easy to access and interpret, transparent in their development and use, and tailored for stakeholder needs. We present three of our ongoing interdisciplinary research efforts leveraging advancements in land surface modeling (LSM) and Earth observations (EOs) to address water security challenges across North America. First, NASA’s Land Information System team is developing phase three of the North American Land Data Assimilation System (NLDAS-3). NLDAS is a crucial LSM environment supporting water resource management, drought monitoring, and other uses. Building on stakeholder feedback and progress in data assimilation (DA), NLDAS-3 will provide more timely, robust, and accessible information for water resource operations and research. Next, we highlight a collaborative effort between university researchers and water resource managers for long-term planning in the Colorado River Basin. This multi-phase work resulted in future hydrologic scenarios that were incorporated into drought shortage negotiations, a user-centered web tool with interactive analyses of future hydrology scenarios under forest disturbance and climate uncertainties, and ongoing development of a hydrologic monitoring and early warning forecast system. Finally, we detail efforts to disentangle human and climate influences on agricultural drought in the Western U.S. This work integrates LSM, DA, and data-driven analyses to provide metrics for enhanced drought monitoring and resilience, extendable to other regions. Through these examples, we will discuss lessons learned, challenges, and opportunities to inform environmental research seeking similar actionable solutions relevant across sectors and globally.