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In this in-depth conversation, we explore how strategy, longevity, and adaptability shape the world’s most enduring organizations. From family-owned enterprises to modern corporations, this discussion unpacks what it really takes to build businesses that survive generations, not just market cycles. Drawing from history, economics, systems thinking, and real-world examples, the conversation challenges short-term thinking and reframes strategy as a long-term, values-driven discipline. We examine why family enterprises dominate global economies, how they balance risk and resilience, and what modern leaders can learn from organizations that have thrived for centuries. This episode is essential viewing for leaders, strategists, founders, and anyone interested in sustainable growth, long-term decision-making, and organizational resilience. What You’ll Learn in This Video • A modern definition of strategy beyond goals and execution • Why long-term thinking gives family businesses a competitive edge • How strategy shifts when planning for decades instead of quarters • The role of values, culture, and community in business resilience • Why past success doesn’t guarantee future survival • Lessons from centuries-old enterprises and why some still failed • How family-owned firms outperform non-family firms over time • The hidden risks of debt, diversification, and short-term pressure • Why stability and adaptability must coexist • How leaders can apply these principles in any organization Chapters / Timestamps 0:00 – Why Past Success Doesn’t Guarantee the Future 0:41 – Curiosity as a Driving Force 1:25 – What Strategy Really Means 2:00 – Strategy as Long-Term Decision Making 2:46 – Planning for Multi-Generational Success 3:07 – Why Leaders Must Think in Systems 3:47 – A Brief History of Family-Owned Enterprises 5:11 – Lessons from the World’s Oldest Businesses 6:08 – Longevity vs. Sustainability: A Cautionary Tale 7:00 – The True Scale of Family Businesses Today HOST Kaihan Krippendorff GUEST Devin Deciantis 🎧 Listen on Spotify, Apple Podcasts, or explore more strategy conversations at 👉 outthinker.com/podcast #DevinDeiantis #Strategy #LongTermThinking #FamilyBusiness #Leadership #BusinessStrategy #EnduringOrganizations #SystemsThinking #GenerationalWealth #StrategicPlanning