10x Your Team with Cam & Otis

Creating a Million Compassionate Leaders - Cal Riley | 10x Your Team Ep. #448

Camden and Otis McGregor Episode 448

Ever wondered if compassion and decisive leadership can coexist? In this powerful conversation with Cal Riley, combat veteran, EOS Implementer, and author of "Entrepreneurial Compassion," Cam and Otis explore what it really means to lead with both strength and heart.

"It's not compassionate to hold on to somebody if they're not a good fit," Cal explains, challenging the common misconception that compassionate leadership means avoiding tough decisions. "You're doing them a disservice. You're in pain. They're in pain... The whole team sees it."

From discussing how EOS (Entrepreneurial Operating System) helps leaders understand that "not everybody is good at everything" to sharing his deeply personal mission to create a million compassionate leaders and prevent 100,000 suicides, Cal offers a refreshing perspective on leadership that balances accountability with genuine care.

Whether you're a business owner struggling with difficult personnel decisions or a leader looking to create a healthier company culture, Cal's insights on entrepreneurial compassion provide a roadmap for leading differently. Plus, all proceeds from his book go to Stop Soldier Suicide—making this conversation not just informative, but potentially life-saving.

More About Cal:
Cal Riley is a leadership coach, entrepreneur, and combat veteran who teaches leaders how to serve with both strength and compassion. As an EOS Implementer and business owner himself, he helps founders lead with clarity, communicate effectively, and create cultures where people can thrive. He’s the author of Entrepreneurial Compassion: An Entrepreneur’s
Journey Through Combat, Suicide, and the Discovery of Compassionate Leadership, a deeply personal and practical guide for founders who want to lead differently. His mission: create 1 million compassionate leaders by 2035 and prevent 100,000 suicides by helping leaders build healthier companies and more humane systems.

#CompassionateLeadership #EntrepreneurialCompassion #LeadershipWithHeart #AccountabilityAndEmpathy #EOSLeadership #CultureBuilding #VeteranLeadership #MentalHealthAwareness #PurposeDrivenLeadership #10xYourTeam


Chapter Times and Titles:

From Combat to Compassionate Leadership [00:00 - 15:00]
Introduction to Cal Riley and his background
The journey from military service to entrepreneurship
First glimpses of the compassion philosophy

"It's Not Compassionate to Hold On" [15:01 - 25:00]
The misconception about compassionate leadership
Why keeping poor-fit employees hurts everyone
How EOS helps leaders make better people decisions

Finding the Right Fit [25:01 - 35:00]
"Most people aren't good at most things"
Identifying strengths and passions
Creating roles where people can thrive

The Mission: 1 Million Compassionate Leaders [35:01 - 47:00]
Cal's personal mission and its origins
The connection between leadership and suicide prevention
Building healthier companies and more humane systems

Training vs. Executing in Leadership [47:01 - 55:00]
The challenge of setting goals without structure
Why entrepreneurs are "always executing, rarely training"
Holding yourself and your team to higher standards

Take the Pledge [55:01 - End]
Cal's invitation to become a compassionate leader
The free survey at CalRiley.com
How to support Stop Soldier Suicide through his book


Cal Riley
https://www.linkedin.com/in/cal-riley-6482b376/
https://x.com/CalinCalRiley
https://www.facebook.com/people/CultureTeam/100083777013775/
https://calriley.com/