Topics:

(00:00:00) - Intro

(00:03:30) - Who are your heroes?

(00:09:26) - The infancy and evolution of Athena

(00:15:12) - Inflection points

(00:18:14) - Jonathan’s reasoning for going public with interviews

(00:20:08) - How do you pick countries to work in?

(00:22:41) - Who is the core Athena customer?

(00:28:09) - Jonathan’s 6 EAs

(00:32:13) - Surprising things Jonathan’s delegated

(00:35:42) - Broadening your scope of what’s possible with assistants

(00:42:05) - A day in the life with multiple EAs

(00:45:41) - Delegation within EAs

(00:50:31) - Family dynamics with EAs

(00:54:07) - The 2050 version of Athena

Links:

Athena - https://www.athena.com/

Rolling Fun — https://www.rolling.fun

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 Jonathan developed calm under extreme startup pressure

Athena’s evolution from side hustle to billion-dollar vision

Why great delegation is a skill, not magic

Surprising personal and family delegation use cases

Combining humans and AI for exponential leverage

Quotes from Jonathan:

“My mind is an inner citadel. I’ve got a good mind, a wife that loves me, and everything else is gravy.”

“I started Athena with the sole goal of generating income for my wife and I to live off of.”

“The vision of ​Athena​ is the best human assistants powered by the best AI.”

“Humans are good UX. We’ve evolved to like humans.”

“You don’t build the first Tesla without a steering wheel.”

“We're building something that watches assistants work, not to replace them, but to augment them.”

“Delegation is a J-curve. It's slower at first, but compounds.”

“The cardinal sin of delegation is thinking, ‘It’s faster to do it myself.’”

“You can think of an assistant as a cognitive prosthesis.”

“Belief is the first limiter. Most people don’t believe time freedom is possible.”

“Ask yourself: If I had a hundred more hours a week, what would I do?”

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. 

Topics:

(00:00:00) - Intro

(00:03:46) - Deep dive into the Thiel Fellowship

(00:07:04) - Success stories and impact of Thiel Fellows

(00:11:04) - Challenges and controversies

(00:16:01) - Evolution and future of fellowship programs

(00:18:39) - Early days of building the Thiel Fellowship

(00:23:36) - Traits of a Thiel Fellow

(00:33:24) - Nurturing genius

(00:39:57) - Screen time & children

(00:40:30) - Big screens vs. small screens

(00:43:12) - Quality time and engaging activities

(00:45:42) - Emotional depth and resilience in young founders

(00:54:02) - The traits of innovators

(01:04:08) - The journey of 1517 Fund

(01:10:05) - Join the 1517 community

Links:

Rolling Fun — https://www.rolling.fun

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:

The founding story and long-term vision behind the Thiel Fellowship

Common traits among exceptional young founders, including curiosity, hyper fluency, and “dog on a leash” energy

Lessons from supporting early pioneers like Vitalik Buterin, Dylan Field, and Laura Deming.

How 1517 Fund backs young builders and “Wily weirdos” working on sci-fi-level ideas

Danielle’s philosophy on education, parenting, and fostering genius in children

Quotes from Danielle:

“We weren’t looking for startup founders—we were looking for people on a mission.”

“Dog-on-a-leash energy—that’s what we look for. We’re here to cut the leash.”

“Hyperfluency is the ability to geek out with geeks, and still explain your work to your grandma at Thanksgiving.”

“These people are kind of mutants—they don’t fit in typical systems.”

“All kids under five are geniuses. The system just squashes it out of them.”

“The most shocking thing? People publicly attacked the Fellows. Not just the program—the people. Teenagers.”

“Crazy, crazy awesome—we can’t tell if they’re insane or brilliant, and it’ll take years to find out.”

“Big screens good, small screens bad.”

“In the future, I want to be funding 11-year-olds. The world won’t be ready, but I will be.”

“We just want to talk to wily weirdos who want to be around other wily weirdos.”

Topics:

(00:00:00) - Intro

(00:03:49) - Heroes

(00:10:50) - How do you know when it’s time to step away from something you started?

(00:18:37) - Len Fassler

(00:32:52) - Mentors and inflection points in life

(00:39:07) - Brad’s book - Give First

(00:47:58) - The role of books in Brad’s career

Links:

Scribe — https://scribemedia.com

Give First: The Power of Mentorship - https://amzn.to/3KT3IvF

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:

The role of heroes and mentors in shaping Brad’s values

How "Give First" transformed startup culture

How to let go of control while still fighting to the end for what matters

Key mentors like Len Fassler and the life lessons they gave him

Why reading, writing, and coding all serve as reflective practices 

Quotes from Brad:

"The best way to fly is to throw yourself at the ground and miss." (Zaphod Beeblebrox quote that Brad uses to describe startups)

"I love to help things get started. That’s my favorite part of the journey."

"Fight to the bitter end. You try until it doesn’t work anymore."

"Some things don’t end. Some things outlive you—which is delightful."

"The future does not belong to me. The future belongs to people 40 years younger than me."

"Give First is not a religion. It’s a philosophy."

"Your VC’s are not in control. The board members are not in control. The CEO is in control."

"Books are core to so many things I do. Reading and writing are how I process the world."

"I write books to understand better an idea and work out the idea."

"Mentorship is about ways of being, not about following a set of rules."

"Hibernation from social media gave me the creative space to finish the book I actually wanted to write."

"People said, 'Brad’s the king of the Colorado startup community.' I hated that. I don’t want to be king—I want to be just one of the many leaders."

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. 

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 that conversation to share with you.

This episode is a portion of that long conversation that talks about Building Judgement

You can purchase the new expanded edition with nearly 4 hours of new material on Audible here:

https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ

Chapters:

00:00 The Search for Something Perfect & Permanent

03:00 Timeless vs. Timely Knowledge

06:00 Truth, Reach & Universal Theories

09:00 From Specifics to General Principles

12:00 Learning by Doing – Experience First

15:00 Judgment, Taste & the Role of Reflection

18:00 Investing, Taste & Post-Wealth Choices

21:00 Hard Work, Focus & Breakthroughs

24:00 From Logic to Intuition to Taste

27:00 AI, Information Retrieval & Human Creativity

30:00 Leverage of Software Engineers with AI

33:00 The iPhone as the Greatest Product of the Age

36:00 Entrepreneurs, Creativity & Using AI as a Tool

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

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 that conversation to share with you.

This episode is a portion of that long conversation that talks about Saving Yourself

You can purchase the new expanded edition with nearly 4 hours of new material on Audible here:

https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ

Chapters:

00:00 Virtues as Long-Term Selfishness & Cheap Dopamine

03:00 Fixing Local Problems Before Global Activism

06:00 Spreadability vs. Correctness of Ideas

09:00 Truth as Survival in the Multiverse

12:00 Authenticity, Ego & Removing the Mask

15:00 Modern Traps, Hedonism & Religion’s Role

18:00 Finding the People, Work & Place That Need You Most

21:00 Exploration, Investment & Compound Interest

24:00 Learning Through Iterations, Not Hours

27:00 Choosing Your Environment & Adapting It

30:00 Envy vs. Inspiration – Choosing the Better Path

33:00 Heroes, Resonance & The Legacy of Steve Jobs

36:00 Universal Human Potential & Breaking Labels

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

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 that conversation to share with you.

This episode is a portion of that long conversation that talks about Learning Happiness

You can purchase the new expanded edition with nearly 4 hours of new material on Audible here:

https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ

Chapters:

00:00 Happiness as a Skill & Thought Construct

03:00 Peace, Desires & Higher Motives

06:00 Mind-Created Problems & Meditation

09:00 Engagement vs. Peace – Balancing Both

12:00 Health, Wealth & the Pursuit of Truth, Love, Beauty

15:00 Meditation, Silence & Resolving Thoughts

18:00 Love, Creation & Human Flourishing

21:00 Acute vs. Chronic Unhappiness, Ego & Identity

24:00 Choice Theory & Depression as Habit

27:00 Seasons of Life – Wealth, Health & Happiness

30:00 Aging, Compounding Actions & Character

33:00 High Agency Living & Designing Life

36:00 Reinterpreting the Past, Forgiveness & Ego

39:00 Enlightened Teachers, Peace & No-Self

42:00 Relationships, Self-Sufficiency & Truth in Bonds

45:00 Consciousness, Self-Examination & No-Self Realization

51:00 Seeking Enlightenment vs. Chasing Shiny Objects

54:00 Happiness, Motivation & Effectiveness

57:00 Relationships, Obligations & Peer Bonds

60:00 Ritual vs. Genuine Happiness

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

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 that conversation to share with you.

This episode is a portion of that long conversation that talks about Philosophy

You can purchase the new expanded edition with nearly 4 hours of new material on Audible here:

https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ

Chapters:

00:00 Meditations, Authenticity & Schopenhauer

03:00 God, Kids, or Mission – Sources of Meaning

06:00 Truth, Heresies & Group Consensus

09:00 Evolution, Buddhism & Quantum Physics

15:00 Simulation Theory vs. Consciousness

18:00 Religion, Science & Contemporary Lenses

21:00 Live for Something Larger Than Yourself

24:00 Reading, Philosophy & Timeless Books

27:00 Pursuing Happiness, Wealth & Status Indirectly

30:00 Fun Criterion & Learning Through Curiosity

33:00 Risk, Conviction & Building the Impossible

36:00 Retirement, Truth, Love & Beauty

39:00 Endgame Content & Playing Without Fear

42:00 Wealth, Enlightenment & Contradictory Desires

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

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 that conversation to share with you.

This episode is a portion of that long conversation that talks about Building Wealth

You can purchase the new expanded edition with nearly 4 hours of new material on Audible here:

https://www.audible.com/pd/The-Almanack-of-Naval-Ravikant-Audiobook/B0FBCP1JWJ

00:00 Defining Wealth

03:00 Knowledge as the True Multiplier

09:00 Ethics of Wealth Creation & Capitalism

15:00 Progress, Optimism & Conjecture

21:00 Scale, Governance & Morality

27:00 Products, Knowledge & Hard-to-Vary Designs

36:00 Closing Reflections

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

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(00:35:23) - The grind of capitalism(00:35:37) - Challenges for young founders(00:36:10) - The importance of peer support(00:37:17) - Scaling and growth pains(00:37:42) - Exciting new ventures(00:38:20) - Genetic engineering innovations(00:43:40) - Revolutionizing air freight with airships(00:49:56) - Terraform Industries: Energy independence(01:02:17) - Innovative warehouse automation(01:05:25) - Mining industry disruption(01:09:45) - Conclusion and future outlook

Links:

Join us in Rolling Fun!

Hear our other Rolling Fun eps!

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:

Why personal networks matter most when raising money quickly for big deals

New investments in companies building genetically engineered animals, advanced airships, and solar-powered synthetic natural gas

How real operational experience shapes the way we invest and support founders

The balance of optimism and realism required to keep taking shots in business

Quotes from Al:

“Just keep taking the shots. A shooter’s gotta shoot.”

“Sometimes you take the shot, do everything right, and the ball still doesn’t go in.”

“There’s no classy way to advertise, ‘Hey, your favorite store died—but we’re a good rebound.’”

“Capitalism is an unforgiving mistress.”

“Personal relationships were the most valuable asset I had in that deal.”

“Sometimes I think, ‘I should be inventing Facebook 2,’ but here I am—investing in fabric.”

“I’ve never worked on a deal that hard. It should have gone my way… and didn’t.”

“You wake up the next morning and it didn’t happen, but I still have a great family, and my business is still running.”

“It's hard until it isn’t—and even when it isn’t, it’s still freaking hard.”

Quotes from Bo:

“We’re actual operators—curious about what’s possible with technology—and that makes us better investors.”

“On a Thursday, ‘This deal is happening.’ Then Tuesday? ‘It’s over. We lost.’”

“We have a unique amount of empathy for founders—because we know how hard this shit is.”

“If you can pull it off, it’s transformational. And that’s awesome.” (on Airship)

“A blimp is not a quadcopter to carry Al’s big ass—it’s an elegant, slow-moving blimp.”

“There’s a lot of industries still doing 90/10 in-store sales. That blew my mind.”

“It’s a real ‘software is eating the world’ moment—but finally arriving at the mining industry.”

“When you’re building something that matters, you’re playing the long game—even if the outcome is uncertain.”

“The people who make glow-in-the-dark fish… now they’re building unicorns. And yeah, it’s gonna happen.”