• Fireside Chat

Modern Leadership: The Courage to Lead Differently

Gather with REBOOT author and legendary CEO coach Jerry Colonna, alongside MEA founder and renowned entrepreneur Chip Conley, for a powerful live session examining the next frontier of leadership—radical self-inquiry. Discover why successful leaders are embracing vulnerability and conscious growth as pathways to creating meaningful impact in the world.

What You’ll Learn

  • The unexpected ways vulnerability and authenticity amplify your leadership influence
  • The reasons why better leadership begins with transforming your relationship with power
  • How to turn professional achievement into meaningful impact through radical self-inquiry
  • How to access deeper wisdom that transforms both you and those you lead

Can’t join us live? No problem! Register now and get the full replay sent straight to your inbox.


February 10, 2025 11:00 AM PT 02:00 PM ET

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Meet Your Hosts

Jerry Colonna

Author of “Reboot: Leadership and the Art of Growing Up” and “Reunion: Leadership and the Longing to

Jerry Colonna is the CEO and co-founder of Reboot.io, an executive coaching and leadership development firm dedicated to the notion that better humans make better leaders. Prior to his career as a coach, he was a partner with JPMorgan Partners (JPMP), the private equity arm of JP Morgan Chase and he co-founded Flatiron Partners.

Chip Conley

Chip Conley is a hospitality entrepreneur, author, and the founder of MEA.

Chip is a three-time TED speaker and the New York Times bestselling author of Wisdom at Work: The Making of a Modern Elder and Learning to Love Midlife: 12 Reasons Why Life Gets Better with Age. As founder of the second largest boutique hotel chain in America and “modern elder” to the young Airbnb founders, Chip is a globally-recognized thought leader on the future of work and the competitive advantages of a multi-generational workplace.

Inspired by his experience of intergenerational mentoring at Airbnb – where his guidance was instrumental to the company’s extraordinary success – Chip founded MEA in 2017 to help other people in midlife find their own meaningful way to keep learning and sharing the wisdom gained from their lived experiences to create fulfilling and exciting second adulthoods. Since then he has dedicated much of his life to reframing the concept of aging and helping people navigate midlife with renewed purpose and possibility.

Discover Upcoming Wisdom

The Bonus Round: Crafting a Meaningful Post-Work Chapter

May 22, 2025 12:00 PM PT 03:00 PM ET

What happens when your career is no longer the centerpiece of your identity?

Join hosts Kari Cardinale and Mary Hofstedt with special guest Dr. Pam McLean – psychologist and co-founder of The Hudson Institute of Coaching – for a wisdom-rich conversation.

DISCOVER HOW TO:

  • Embrace your “bonus round” with creativity and renewed purpose
  • Transform your relationship with time in this exciting new phase
  • Unlock growth opportunities that weren’t possible during career-focused years

For over four decades, Pam has guided thousands to thrive through life transitions. Her pro-aging mindset replaces outdated retirement thinking with a bold vision for your wisdom years.

Whether you’re planning your next move or already in transition – gain the clarity you need to make this chapter your most fulfilling yet!