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Habit Over Why

Habit Over Why

Written by: Habitoverwhy
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This podcast is about real people, real journeys, and the often messy HOW behind personal and organizational transformation. Join us as we share personal stories, interview inspiring guests, and explore the methods—not just the motivations, but the actions —that fuel growth, leadership, and resilience.

This isn’t just a podcast. It’s a movement for the doers, the learners, and the comeback stories. Now, let’s tell them why and show them how!.

Copyright 2025 All rights reserved. Economics Management Management & Leadership Self-Help Success
Episodes
  • Humility & Humble Inquiry

    Humility & Humble Inquiry
    Jan 28 2026
    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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    37 mins
  • AI - The Good, The Bad & The Ugly

    AI - The Good, The Bad & The Ugly
    Jan 27 2026
    keywords leadership, social-emotional skills, AI in education, communication strategies, belonging, conflict resolution, emotional intelligence, trust building, creativity, future of AI summary This episode of Habit Over Why explores the intersection of social-emotional leadership and artificial intelligence. The hosts discuss the importance of belonging, effective communication strategies, and the role of AI in enhancing leadership practices. They delve into the benefits and challenges of using AI in educational settings, emphasizing the need for authenticity and trust in leadership. The conversation also touches on the implications of AI on creativity and the future of education, providing practical insights for leaders looking to leverage technology in their organizations. takeaways
    • Social-emotional leadership is crucial for fostering belonging.
    • Creating an environment of trust enhances team dynamics.
    • Authenticity in leadership builds stronger connections.
    • Probing questions can lead to deeper understanding.
    • AI can be a valuable tool for communication and support.
    • Balancing personal and professional values is essential.
    • AI has the potential to enhance creativity but also poses risks.
    • Educators should explore AI tools to optimize their practice.
    • Continuous learning about AI is necessary for effective leadership.
    • The future of AI in education requires thoughtful implementation.
    titles
    • Harnessing the Power of Social-Emotional Leadership
    • AI in Leadership: Opportunities and Challenges
    Sound Bites
    • "How do you lead?"
    • "Building trust with people."
    • "It's about being authentic."
    Chapters 00:00Introduction to AI: The Good, The Bad, The Ugly 13:41Using AI in Education and Leadership 21:06The Balance of AI and Human Creativity 30:29Navigating the Future of AI in Our Lives
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    39 mins
  • Culture

    Culture
    Jan 27 2026
    keywords leadership, emotional intelligence, organizational culture, learning organization, personal growth, compassion, trust, professional development, effective leadership, social emotional skills summary In this episode, the hosts explore the transformative power of emotional intelligence in leadership, discussing how to build positive organizational cultures, create learning organizations, and lead with compassion and humility. They share personal practices that enhance professional growth and emphasize the importance of understanding organizational values and history before implementing changes. takeaways
    • Emotional intelligence is crucial for effective leadership.
    • Building trust is essential for organizational success.
    • Understanding the culture of an organization is key before making changes.
    • A learning organization prioritizes continuous improvement and development.
    • Personal practices can significantly impact professional effectiveness.
    • Compassionate leadership fosters a supportive work environment.
    • Values and mission statements guide organizational behavior.
    • Effective leaders seek to understand before implementing changes.
    • Creating a positive culture requires intentional actions and strategies.
    • Humility in leadership allows for better relationships and collaboration.
    titles
    • The Power of Emotional Intelligence in Leadership
    • Building Trust and Culture in Organizations
    Sound Bites
    • "Let's get started."
    • "I am good. I am smart."
    • "Lead with compassion."
    Chapters 00:00Introduction to Culture in Leadership 03:04Understanding School Culture 11:09The Trust Betrayal Model 12:05Creating a Learning Organization 20:23Cultural Norms and Relationships 31:00Humility and Nurturing Skills
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    34 mins
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