Wednesday Jan 28, 2026

Humility & Humble Inquiry

In this episode of Habit Over Why, hosts Jeevan Dosanjh and Claudio Bortolussi explore the transformative power of humility in leadership. They discuss the importance of social emotional skills, the process of humble inquiry, and how vulnerability can build trust within teams. The conversation emphasizes that humility is not just a workplace trait but a vital aspect of personal growth and relationships. Through personal anecdotes and insights, they highlight the significance of checking one's ego and being open to feedback as essential components of effective leadership.
takeaways
  • Humility is defined as the freedom from pride or arrogance.
  • Humble inquiry involves asking open-ended questions to foster understanding.
  • Building trust requires vulnerability and active listening.
  • Leaders should practice humility both at work and in personal life.
  • Mistakes are opportunities for growth and learning.
  • Cultural trust is built through psychological safety in conversations.
  • Effective leadership involves checking one's ego and being open-minded.
  • Vulnerability is a key component of humility in leadership.
  • Understanding individual backgrounds is crucial for effective communication.
  • Humility can lead to deeper connections and more meaningful conversations.
titles
  • The Power of Humility in Leadership
  • Building Trust Through Vulnerability
Sound Bites
  • "How do you lead?"
  • "You have to check your ego."
  • "It's okay to make mistakes."
Chapters
00:00Introduction and Personal Updates
03:29Understanding Humility
06:51The Journey of Humility in Leadership
12:30The Role of Inquiry in Humility
18:00Building Trust Through Humble Leadership
22:55Vulnerability and Humility
27:52Real-Life Applications of Humility
33:07Conclusion and Key Takeaways

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