The considerable body of literature on business models, business model innovation, and sustainable business models has yet to fully account for the impact of external dynamics—including the digital imperative—on generating sustainable value propositions. To address this issue, we developed a multifaceted framework of transformative sustainable business models, spanning three levels: the external environment, the organization, and the individual. We drew on the resource-based view and the literature on digitization to explain how organizations can capitalize on dynamic transformative capabilities to generate novel value propositions, based on both reconstructionist logic and shared-value logic. These include elements such as co-creation, usage-based pricing, agility, closed-loop processes, asset sharing, and collaborative business ecosystems.