To achieve a productive and sustainable high-value delivery, the issue of flexibility needs to be addressed so that the value ecosystem can cope with the uncertainty of potential internal or external changes; such changes might affect whether the value delivery is in a timely and cost-effective manner. This chapter focuses on how to flexibly configure talents, resources, organizations, and technologies (i.e., operants) toward a productive and sustainable way of delivering high-value by leveraging digital technologies. This leveraging for strategic ecosystem flexibility is two-fold. First, digital operants need to be created to serve as ecosystem actors and perform value exchanges. Second, strategic business choices need to be made so that digital solution architecture choices and additional digital operants can dynamically engage and empower actors in value co-creation. Furthermore, this also demonstrates the third dimension of the business reinvention methodology, which is about digital business strategies for ecosystem flexibility and business sustainability.