The articles within my cumulative dissertation focus on the value of flexibilities inherent and enabled by information systems. Specifically, the articles within my dissertation support companies and consumers in economic decision making. Therein, the main goal of my dissertation concerning “supporting economic decisions by valuing flexibilities inherent in IS” is to develop and prototypically implement well-founded real options analysis approaches, which pave the way for an accurate valuation of flexibilities in ITIPs. These ROA approaches consider special characteristics of ITIPs, which are requested in the IS literature by several authors. Thereby, I aim to support companies in the selection of ITIPs. Further, the main goal of my dissertation concerning “supporting economic decisions by considering flexibilities enabled by IS” is to support consumers in making economic decisions considering the flexibilities enabled by online sharing platforms. Specifically, my dissertation supports consumers in how “buy or not buy” decisions of shareable goods have to be adapted to “buy and lend or borrow” decisions and what consequences arise for the usage behavior of shareable goods due to the rise of online sharing platforms. By determining the consumers optimal usage behavior of shareable goods, I also support online sharing platforms in adjusting their optimal platform fees.