The soaring number of natural hazards in recent years due largely to climate change has resulted in an even higher level of investment in flood protection structures. However, such investments tend to be made in the aftermath of disasters. Very little is known about the proactive planning of flood protection investments that account for uncertainties associated with flooding events. Understanding the uncertainties such as “when” to invest on these structures to achieve the most optimal cost-saving amount is outmost important. This study fills this large knowledge gap by developing an investment decision-making assessment framework that determines an optimal timing of flood protection investment options. It combines real options with a net present value analysis to examine managerial flexibility in various investment timing options. Historical data that contain information about river...