Modern Mentor The power of empathy in leadership with Jerry Colonna
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Mar 25, 2025 
In this engaging discussion, Jerry Colonna, a world-renowned executive coach and founder of Reboot, delves into the transformative power of empathy in leadership. He shares eye-opening insights on fostering belonging in the workplace and emphasizes the significance of vulnerability for authentic connections. Colonna also navigates the complexities of conflict in organizations, highlighting the need for respectful dialogue. With a mix of humor and wisdom, he inspires leaders to embrace joy in meaningful conversations and self-reflection.
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First Impression
- Rachel Cooke details her first encounter with Jerry Colonna on Alex Blumberg's Startup Podcast.
- She was struck by Colonna's unexpected calm demeanor, contrary to her initial assumptions based on his background.
Empathy in Leadership
- A common weakness in 360 reviews is a lack of empathy from leadership.
- This stems from societal conditioning to hide struggles, hindering genuine connection and belonging.
Fear of Vulnerability
- Fear is the root cause of the perceived conflict between business success and empathy.
- Vulnerability is often equated with weakness, leading to a false front and disconnection from struggles.
