Corporate longevity depends on the organization’s ability to sustain a winning business model by continually improving the value creation mechanisms to match the market dynamics amidst uncertainty. This paper underscores the critical role of "Winning Leaders" (characterized by an external focus of attention and an internal focus of accountability) in driving the value creation process as the foundation for organizational longevity. By leveraging the SVEO framework (Specificity, Validity, Executability, and Optionality) for strategizing within the value creation management process, we offer a roadmap for ensuring the sustainable support of longevity-centered leadership. Central to our discussion is the novel Attention/Accountability Matrix, which categorizes leadership attitudes and behaviors and illustrates how organizations can identify and transition managers from non-productive zones to the Winning Leadership zone. We emphasize the importance of a high-performance culture and the development of a robust leadership pipeline, where top executives mentor and cultivate future leaders capable of multi-scenario strategizing and proactive value creation. These insights provide a practical approach for sustaining competitive advantage and offer implications for reshaping business education to foster customer-focused and resilient leadership across organizational levels.