218: The Question That Changed His Entire Life | Ed Hajim
Release Date:
September 23, 2025
Release Date: Sept 23
In this inspiring episode of The Learn-It-All Podcast, Damon sits down with Ed Hajim—Wall Street veteran, philanthropist, and author—to uncover the extraordinary journey that took Ed from foster homes and orphanages to the helm of major institutions. Ed shares his hard-won lessons on leadership, resilience, and the transformative power of trust and gratitude. Through candid storytelling, he reveals the mindset shifts that propelled him forward, the role creativity and self-awareness play in lasting leadership, and why giving back is the ultimate personal reward. Whether you’re a seasoned exec or just starting your professional path, this conversation is packed with wisdom on overcoming adversity, developing future-ready skills, and leading with heart.
What You’ll Learn:
Why “Who am I?” is the essential question for every leader—and how to start answering it
How adversity in Ed’s childhood forged his resilience and leadership philosophy
The difference between leadership in the military versus the business world
Why trust and gratitude aren’t just feel-good values but practical tools for success
How to turn early setbacks into lifelong fuel for growth
Actionable ways leaders can shape a culture of creativity and care—no matter the size of the organization
The surprising power of giving back, both at work and in your community
In This Episode:
00:00 – Ed on trusting people—and learning from being let down
01:21 – The most important question: Who are you?
03:58 – Are leaders born or made? Ed’s journey to discovering leadership
09:08 – Ed’s remarkable childhood: orphanages, foster care, and early adversity
13:49 – How Ed learned to forgive and love his imperfect father
17:51 – Turning disadvantage into advantage: adaptability & resilience
18:07 – What kept Ed from a “victim mentality” and on a positive path
20:07 – The shift from mistrust to radical trust in business
22:51 – Lessons from military service: building teams, discipline, and personal growth
24:07 – Leading when you’re younger or less experienced than your team
26:32 – Military vs. business leadership: the power of thinking outside the box
27:51 – How Ed fosters creativity and innovation as a leader
31:08 – The secret to culture, strategy, people, and knowing your weaknesses
32:17 – Deflecting credit and the power of gratitude in leadership
34:35 – On never blaming others and embracing early failure as a gift
36:09 – Turning mistakes into learning and the dangers of playing the victim
41:56 – Ed’s fable “The Island of the Four Ps” and why leadership lessons stick as stories
45:15 – Why passions shift—and how to keep evolving
47:30 – How Ed helped his kids develop grit (despite privilege)
51:11 – What still excites Ed every day: purpose after success
52:32 – The unexpected impact of being rejected from a golf club
54:11 – The joy and impact of giving back: scholarships and community
57:31 – Ed’s four realms of life: self, family, work, and community
60:04 – What’s next for Ed Hajim—and his campaign for practical education
63:04 – Where to connect with Ed and get his books
64:02 – Final thoughts: Helping others see their own greatness
About Ed Hajim
Ed Hajim is a celebrated Wall Street veteran with more than 50 years of leadership experience. Despite a turbulent childhood spent in foster care and orphanages, Ed rose to become the chairman of the University of Rochester’s board, where he made the single largest donation in school history. Over his multifaceted career, Ed has led top investment firms, authored two acclaimed books (“On the Road Less Traveled” and “The Island of the Four Ps”), and become a passionate advocate for mentorship and community giving. His remarkable journey is a testament to resilience, lifelong learning, and the belief that anything is possible with the right mindset.
