This paper presents a framework for improving older pedestrian safety in regard to serious (fatal and incapacitating) crashes, using Oregon as a case study. On review of state and federal practices pertaining to older pedestrian safety, 4 years of crash data identified 112 older (≥65 years) pedestrian serious injury crashes. These data were explored for factors that might be addressed systemically using two methods. First, raw frequencies in the crash data were assessed to determine trends and crash-related factors that are overrepresented. Second, a random forest analysis was conducted to determine important variables for predicting older pedestrian serious injury crashes. Using these crash-related factors, a workshop was held with 18 local stakeholders and experts. As part of the workshop, key crash trends, potential causations, and potential countermeasures by priority of implementation were determined based on perspectives from workshop participants. Three key systemic solutions were identified to improve older pedestrian safety, including improving pedestrian visibility and illumination, implementing treatments for left turns, and shortening pedestrian crossing distances across the state. The framework presented in the current study could be adopted by other agencies to systemically address a wide variety of safety concerns.