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291: embracing the cyclical nature of entrepreneurship with Jesse Israel

Known for founding The Big Quiet movement and leading some of the largest meditations on earth, Jesse Israel is a renowned expert in human performance & wellbeing, a global keynote speaker and a leadership coach to today’s most influential business people and public figures.

From keynoting sold-out arenas on tour with Oprah Winfrey to becoming a 5X audible bestseller, Jesse has inspired audiences around the world with his message of mindfulness and leadership. Formerly a record label and tech fund founder, Jesse blends his entrepreneurial experience with his wellbeing expertise to help leaders, teams and organizations elevate their performance from within.

I am so excited to kick off the 2025 season of the podcast with this incredible human – Jesse has a huge heart, is incredibly intuitive, and is so beautifully authentic in the way he lives his life and expresses his truth.

In our conversation, Jesse and I dive into his journey to founding the Big Quiet and then almost 10 years in letting it go.

We chat about:

  • What it was like to birth this beautiful venture and watch it explode with growth, landing partnerships with Oprah and Deepak Chopra
  • How the pandemic shifted the trajectory of the company and why Jesse sensed it would soon come to an end
  • What it’s been like for him personally to really embody his truth and embrace all of himself again – especially after specific childhood wounding
  • How he’s navigating his own personal and professional evolution at 40 years old and how it sits in the messy middle
  • And more

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