#096 Cal Riley: Special Ops, Grief, and Why Your Business Needs a Heart
Smart Friends30 Syys 2025

#096 Cal Riley: Special Ops, Grief, and Why Your Business Needs a Heart

Topics: (00:00:00) - Intro (00:03:07) - Cal's military background (00:13:59) - Transitioning into a family business (00:19:35) - Implementing EOS (00:25:08) - The journey to compassionate leadership (00:36:16) - Prioritizing self-care and meditation (00:37:19) - Journaling techniques and prompts (00:39:02) - Mental health stigma and therapy (00:40:16) - Daily intentions and successes (00:42:28) - Leadership (00:47:28) - Coaching and team building (00:58:45) - Writing a book (01:03:10) - Resources Links: Scribe — https://scribemedia.com Entrepreneurial Compassion: An Entrepreneur’s Journey Through Combat, Suicide, and the Discovery of Compassionate Leadership - https://amzn.to/4nqH6AK To support the costs of producing this podcast: >> Buy a copy of the Navalmanack: www.navalmanack.com/ >> Buy a copy of The Anthology of Balaji: https://balajianthology.com/ >> Sign up for my online course and community about building your Personal Leverage: https://www.ejorgenson.com/leverage >> Invest in early-stage companies alongside Eric and his partners at Rolling Fun: https://angel.co/v/back/rolling-fun >> Join the free weekly email list at ejorgenson.com/newsletter >> Text the podcast to a friend >> Or at least give the podcast a positive review to help us reach new listeners! We discuss: How military battle drills shaped Cal’s approach to business leadership How EOS changed about his company and personal life Why compassion is both a moral imperative and a business advantage Tactical ways Cal builds emotional awareness into his leadership habits How journaling, meditation, and presence help fuel resilience and clarity Quotes from Cal: "The more compassion I showed my team, the more profit we made. It’s not soft—it’s smart." "They’ll never care how much you know until they know how much you care." "Every really good unit has this thing called a tactical SOP—just like your business has processes." "EOS gave me the ability to step back, let the team lead, and focus on building the future." "I went from working 90 hours a week in the business to now doing one meeting a week." "The business stops running you, and you start running it." "When we can be driven and compassionate, the sky’s the limit." "As entrepreneurs, we’re good at putting out fires—and if there isn’t one, we’ll start one just to feel busy." "My brother’s death has to mean something—this book is how I make sure something good comes from it." "I want to create a million compassionate leaders and prevent a hundred thousand suicides." "This isn't about monetizing trauma—every cent from the book goes to suicide prevention." Important Quotes from the podcast on Business and Entrepreneurship There is no skill called “business.” Avoid business magazines and business classes. - Naval Ravikant You have to work up to the point where you can own equity in a business. You could own equity as a small shareholder where you bought stock. You could also own it as an owner where you started the company. Ownership is really important. Everybody who really makes money at some point owns a piece of a product, a business, or some IP. That can be through stock options if you work at a tech company. That’s a fine way to start.

Jaksot(121)

My Conversation with Naval on Building Wealth

My Conversation with Naval on Building Wealth

Naval Ravikant on Building Wealth It's been five years since the Almanack of Naval Ravikant was published. I spent the day with Naval expanding on key ideas from the book. We recorded hours of tha...

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#095 Rolling Fun #10: Capitalism is Hard, Natural Gas From Sunshine, and "Blimps" (That Work This Time)

#095 Rolling Fun #10: Capitalism is Hard, Natural Gas From Sunshine, and "Blimps" (That Work This Time)

Topics: (00:00:00) - Intro(00:03:26) - Marathon misadventures(00:06:15) - The failed acquisition(00:13:47) - Lessons from the deal(00:29:31) - The future of retail(00:33:44) - Empathy for founders(00...

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#094 Rolling Fun #9: Basketball, Asteroid Mining, Child Labor (Not Really Tho)

#094 Rolling Fun #9: Basketball, Asteroid Mining, Child Labor (Not Really Tho)

Topics: (00:00:00) - Intro  (00:01:46) - Personal updates and new ventures  (00:04:06) - The youth sports complex project  (00:05:21) - Challenges and strategies in youth sports business  (00:09:...

2 Syys 20251h 5min

#093 Behind the Scenes of a Nuclear Microreactor Startup with Matt Loszak, Founder CEO of Aalo Atomics [Replay]

#093 Behind the Scenes of a Nuclear Microreactor Startup with Matt Loszak, Founder CEO of Aalo Atomics [Replay]

***This is a Replay Episode*** Links for Matt’s stuff: ⁠Aalo.com⁠ ⁠Matt on Twitter⁠ ⁠Aalo on Twitter⁠ ⁠Aalo Job Board⁠ Link to invest alongside Eric in deals like Aalo: rolling.fun Links to...

19 Elo 20251h 7min

#092 Sarma Melngailis: Bad Vegan, Memoir as Recovery, and Reclaiming Your Story

#092 Sarma Melngailis: Bad Vegan, Memoir as Recovery, and Reclaiming Your Story

Topics: (00:00:00) - Intro (00:01:37) - The Netflix documentary: Misrepresentation and struggles (00:03:19) - Writing the memoir (00:08:47) - The challenges of independent publishing (00:12:40) - The...

5 Elo 20251h 7min

#091 The Magic of Code, History of Computing, and the Future of AI Interfaces [Sam Arbesman #2]

#091 The Magic of Code, History of Computing, and the Future of AI Interfaces [Sam Arbesman #2]

Topics: (00:00:00) - Intro (00:03:14) - The magic of code (00:05:30) - The wonder of early computing (00:11:13) - The evolution of computing: From analog to digital (00:18:45) - The personal comp...

22 Heinä 20251h 15min

#090 Building a Venture Firm From Zero to One, and AI-driven VC Thesis Research [Arkady Kulik #2]

#090 Building a Venture Firm From Zero to One, and AI-driven VC Thesis Research [Arkady Kulik #2]

Topics: (00:00:00) - Intro (00:04:19) - Entering the VC space (00:08:38) - Pilot-fund theories (00:12:50) - Risk tracking (00:19:56) - Finding LP alignment (00:22:39) - Arkady’s fund thesis (00...

8 Heinä 20251h 10min

#089 David Senra + Mitchell Baldridge #6 : Writing the Founders’ Book, Building Natural-fit Businesses, and Craft

#089 David Senra + Mitchell Baldridge #6 : Writing the Founders’ Book, Building Natural-fit Businesses, and Craft

Topics: (00:00:00) - Intro (00:03:52) - The Founder's book project (00:04:06) - Effort and building relationships (00:11:20) - The value of self-publishing (00:24:00) - Bootstrapping a HoldCo (0...

24 Kesä 20251h 30min

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