Embracing Midlife: Wisdom, Growth, and Reinvention With Chip Conley

Chip Conley is the Founder and Executive Chairman of Modern Elder Academy (MEA), the world's first "midlife wisdom school" dedicated to career and life transitions. At 26, he founded Joie de Vivre Hospitality, transforming it into the second-largest boutique hotel brand in the US. In 2013, Chip joined Airbnb as Head of Global Hospitality and Strategy, mentoring its founders and shaping its culture. He is also a sought-after keynote speaker and prolific author, with several influential books to his name, including Wisdom@Work: The Making of a Modern Elder and his latest bestseller, Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age. In this episode… Many people approaching midlife struggle with uncertainty, questioning their purpose, relevance, and ability to adapt to change. Society often reinforces the idea that aging means decline, leaving individuals feeling stuck in careers or personal lives that no longer fulfill them. So, how can individuals in their middle years shift from feeling irrelevant to flourishing? Chip Conley, a veteran hospitality entrepreneur, author, and speaker, challenges these outdated notions by reframing midlife as a period of reinvention and renewal. Drawing from his journey — from building a boutique hotel empire to mentoring young tech leaders at Airbnb — Chip emphasizes the power of curiosity, adaptability, and lifelong learning. He shares practical strategies, including shifting from a fixed to a growth mindset, embracing intergenerational collaboration, and taking intentional sabbaticals to reset and gain clarity on life’s next chapter. Tune in to this episode of the Smart Business Revolution Podcast as John Corcoran interviews Chip Conley, Founder and Executive Chairman at Modern Elder Academy, about harnessing the potential of middle life. They discuss how Chip navigated his transition from hotelier to tech mentor, the challenges of leading while learning, and the impact of longevity on career planning. He also shares the philosophy behind MEA’s curriculum and the importance of a midlife sabbatical.