Health information technology implementations frequently fail despite extensive research on success factors over the past three decades. This paper introduces the Playing-to-Win Digital Health Strategy Canvas, an adaptation of Martin and Lafley's framework, tailored for healthcare. The canvas integrates business strategy principles with evidence-based insights to address unique challenges in digital health implementation. Key elements include prioritizing high-risk populations, co-designing solutions with stakeholders, and aligning with the Quintuple Aim to ensure sustainable, impactful outcomes. Developed through systematic reviews and stakeholder consultations, the framework serves as a practical tool for early-career planners and implementers. While promising, further research is needed to optimize its application to scalability and sustainability in complex healthcare systems.