The James Altucher Show

A Note from James:

So the question is, I really feel that in order to get not good at something, but great at something, you have to be obsessed. You can't just wake up and decide to be obsessed—it has to be deep, almost irrational. Obsession is like addiction. It throws your life off balance, and yet... there’s this insane joy when you enter the subculture of your obsession and get better at it.

I’ve seen this recently in crypto. I saw it in chess in Norway, commenting on what might’ve been the best chess tournament ever. And I felt it again when I sat down with Dirk Jan ten Geuzendam from New In Chess.

We didn’t just talk about chess. We talked about obsession, aging, failing at something you love, and trying to find your place in a subculture that’s moved on without you.

If you care about learning, obsession, or just love chess, you’re going to get something out of this episode. Dirk and I recorded this in Stavanger, Norway. I hope you love this conversation as much as I did being a part of it.

Episode Description:

What does it mean to return to your first love after nearly 30 years away? In this special crossover episode, James Altucher sits down with Dirk Jan ten Geuzendam, editor of New In Chess magazine, to reflect on his lifelong (and recently rekindled) obsession with chess. They explore how obsession shapes mastery, why wisdom sometimes trumps raw skill, and what it’s like to try and reclaim an old identity as an older version of yourself.

James opens up about losing games to kids half his age, obsessively chasing improvement, and why it still might be okay to fail—as long as the journey is honest. From teenage blitz tournaments to dinner with Garry Kasparov, from neuroscience to narrative writing, this episode is as much about how to live as it is about how to play.

What You’ll Learn:

• Why obsession is both a superpower and a danger
• How James approaches relearning chess after a 27-year break
• What changes in the brain as we age—and how to work with it
• The surprising ways chess opens doors in life, business, and writing
• Why storytelling and vulnerability matter more than "success" alone

Timestamped Chapters:

• [00:00] The Power of Obsession
• [01:00] Travel Tales: Norway and Crypto
• [03:00] Chess Commentary and Podcasting with Dirk Jan
• [05:00] Dirk Jan's Intro on James Altucher
• [08:00] James' Curiosity and Love of Learning
• [10:00] Starting Chess at 17 and Becoming Addicted
• [13:00] Losing to Irena Krush and Facing Limits
• [17:00] Chess, Ego, and Real-World Consequences
• [22:00] How Chess Skills Apply to Business Problems
• [26:00] Writing as a Path Through Vulnerability
• [33:00] Returning to Chess: Memory, Aging, and Rediscovery
• [37:00] Eric Rosen, Coaches, and Mental Decline
• [41:00] Pattern Recognition vs. Calculation
• [47:00] What Makes Chess Players Unique
• [50:00] Interviewing Kasparov, Judit Polgar, Hikaru
• [56:00] Obsession and the Myth of Talent
• [58:00] Will the Book Get Written?
• [60:00] The James Altucher Invitational
• [62:00] Reflecting on the Journey

Additional Resources:

• 📘 New In Chess Magazine – The legendary publication covering elite and amateur chess alike
• 🎙️ New In Chess Podcast – Hosted by Dirk Jan ten Geuzendam
• 📚 Choose Yourself by James Altucher
• 📺 Eric Rosen’s YouTube Channel – Where James first relearned modern chess
• 💻 Chess.com – Popular online chess platform
• ♟️ lichess.org – Free, open-source chess platform
• 📘 Game Changer by Matthew Sadler & Natasha Regan – On AlphaZero’s influence on modern chess
• 🧠 Andrew Huberman's Podcast – Neuroscience insights referenced in the episode

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A Note from James:

Michael Dell. Founder of Dell. I remember in college, hearing about this kid who was building computers in his dorm and making millions. I thought it was a myth. It wasn’t. He’s the real thing—and he just kept going.

I wanted to understand what drove him, what it felt like to deal with Carl Icahn trying to wrestle his company from him, and what success feels like after decades of being in the game. Also: I had to ask why Dell didn’t invent Google. That, plus how he’s now thinking about AI, cancer, and what “focus” really means.

Episode Description:

James Altucher sits down with Michael Dell, founder and CEO of Dell Technologies, to trace the entire arc of Dell's career—from building computers in a college dorm room to defending his company against Carl Icahn and taking it private. In this candid conversation, Dell shares how early obsession with tech and business turned into a multibillion-dollar global enterprise, the lessons he’s learned about leadership, and how he’s positioning for the future with AI, cybersecurity, and gene tech on the horizon.

This is more than a business story. It’s about risk, conviction, reinvention—and knowing when to walk away from Steve Jobs.

What You’ll Learn:

• How Dell’s dorm-room business scaled to $80,000/month before he even left college
• What Michael Dell really thought during his showdown with Carl Icahn
• Why most big companies fail to innovate—and how to keep a startup mindset
• How Dell Technologies is preparing for the explosion in AI and edge computing
• What makes a good leader at the head of a $100 billion company

Timestamped Chapters:

• [00:00] James introduces Michael Dell and the origin story of Dell Computers
• [01:00] The economics of building PCs in the early 1980s
• [03:00] Winning state bids with a bike and a dorm room
• [05:00] Pressure to become a doctor—and the 10-day “intervention”
• [10:00] Meeting Steve Jobs and licensing DOS from Bill Gates
• [13:00] Dell’s early B2B focus and international expansion
• [15:00] Going public and the Icahn showdown
• [18:00] How activist investors play poker with billion-dollar stakes
• [21:00] What focus really means in business
• [24:00] Defining leadership at global scale
• [26:00] Encouraging innovation inside massive companies
• [28:00] The failed Mac OS licensing deal
• [30:00] Philanthropy, education, and urban poverty
• [33:00] COVID lockdowns and a $100M response
• [35:00] The future of work and city migration
• [39:00] AI, edge computing, and exponential data
• [42:00] Gene editing, mRNA vaccines, and solving cancer
• [45:00] Blockchain in enterprise (no bitcoin on Dell’s balance sheet—yet)
• [47:00] Why cybersecurity is an arms race\

Additional Resources:

• Play Nice But Win – Michael Dell’s memoir (Amazon)
• Dell Technologies – Official website
• Judge rejects Icahn's move on Dell buyout – CT Insider
• Richard Florida on the future of cities – Vital City NYC interview
• What is CRISPR? – Broad Institute
• History of MS‑DOS – Wikipedia

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Notes from James:

Most people get stuck at the idea stage. That’s why I’m sharing frameworks—so you’re not staring at a blank screen. These techniques have helped hundreds of people (including me) go from idea to published book in just 30 days.

Episode Descriptions:

In Part 5 of my 30-day writing series, I unveil four of the most powerful book-writing frameworks I’ve ever used or taught—and they’ve helped hundreds of people write their first book in just a month. These aren’t theoretical. They’re real-world, repeatable methods that have led to bestsellers, media appearances, consulting gigs, and new careers.

From the "101 List Technique" to the "Jesus Diet" method, each framework simplifies your creative process, helps you structure your ideas fast, and shows you how to turn your interests into income. I even share how you can write a book using past podcast interviews or unreadable academic research.

If you’ve ever thought, “I have an idea, but I don’t know how to turn it into a book,” this episode gives you the blueprint—four times over.

What You’ll Learn:

• The “101 List” format and why people LOVE books with lists
• How to turn your podcast (or other content) into a book—step by step
• The “Jesus Diet” method and how to combine timeless concepts with trending topics
• Why academic research papers are gold mines (and how to use them to write your book)
• How to choose a niche, research efficiently, and find your book’s unique angle
• The truth about book length—and why shorter can be better

Timestamps

00:00 Introduction and Excitement

00:17 Bonus Framework: The Podcast Technique

04:43 Framework 1: The 101 Technique

13:30 Framework 2: The Habits Technique

18:30 Framework 3: The Jesus Diet Technique

27:37 Framework 4: The Academic Research Technique

33:00 Conclusion and Encouragement

P.S. Want to go deeper? Check out my full course on Udemy or visit chooseyourselfacademy.com: How to Write and Publish a Book in 30 Days – available now.

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Episode Description:

James reconnects with entrepreneurs Michael and Kass Lazerow, whose journey spans selling Golf.com for $24 million, launching and pivoting Buddy Media into a $700 million Salesforce acquisition, and now investing in breakout brands like Liquid Death. This episode isn’t about startup clichés—it’s about emotional resilience, firing with kindness, how marriage can (barely) survive co-founding, and how to spot a trend before the world does.

They break down their “Go Gauge,” the six-part test they use before investing in a company. They talk about the trauma of being betrayed by family. And they reveal the surprisingly simple cheat codes they’ve used to keep building—and keep loving each other—across decades of risk. Whether you're building a business, looking for one good idea, or wondering what failure really feels like behind closed doors—this episode will give you a few new answers.

What You’ll Learn:

• Why transparency—not optimism—is a founder’s best crisis tool
• The six traits every idea needs to pass their “Go Gauge”
• How to fire someone with empathy and still tell them the truth
• What to do when your startup fails and the investors vanish
• Why the best startup strategy might be launching a pizza shop

Timestamped Chapters:

• [00:00] Bacon, milkshakes, and a first meeting
• [03:00] The Golf.com collapse and family betrayal
• [07:30] The psychology of failure and the will not to quit
• [12:00] Buddy Media’s pivot: from Facebook games to SaaS
• [15:00] Why failure sucks—but trends are your friend
• [21:00] Surviving marriage while surviving a startup
• [26:00] Emotional awareness, therapy, and not “shining the turd”
• [33:00] The $500M pizza truck startup fail
• [38:00] The truth about hiring, firing, and reorganizing
• [44:00] The death of venture capital—and rise of bootstrapping
• [50:00] Investing in pets, ice cream, and par-3 golf
• [54:00] Why Liquid Death is a billion-dollar brand
• [57:00] The Go Gauge: 6 filters for a fundable idea
• [01:02:00] Friendship, failure, and why they finally wrote the book

Additional Resources:

• 📘 Shoveling Sh*t: A Love Story About the Entrepreneur’s Messy Path to Success by Michael and Kass Lazerow
• 💧 Liquid Death – The canned water startup redefining beverage branding
• 🧾 Slice – Supporting independent pizza shops with tech
• 🐎 Commonwealth – Fractional ownership of racehorses and athletes
• 🍦 Van Leeuwen Ice Cream – The indie creamery with 70+ locations

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Notes from James:

Let’s be honest: most people who write a book never make money from it. Why? Because they stop at the last page. I want you to go further. In this episode, I show you how I turned my books into speaking gigs, consulting work, investment deals, and more. You don’t need a big publisher or a massive budget—just the right strategy.

Episode Descriptions:

In Part 4 of my 30-day writing series, I tackle one of the biggest questions aspiring authors face: Should you self-publish or go the traditional route? I’ve done both—some of my books were published by big-name houses, others I put out myself. This episode breaks down the pros, cons, and misconceptions of each approach—and how to make the smartest decision for your goals.

You’ll also learn exactly what to do after the writing is done. I cover how to market your book, build buzz, land media, grow your audience, and ultimately make your book work for you—financially, professionally, and personally.

Whether you're writing your first book or your fifth, this episode lays out the modern publishing roadmap and how to turn your words into real-world results.

What You’ll Learn:

• The truth about traditional publishing—what it offers and what it takes away
• Why self-publishing can earn you more money and give you more control
• What agents, publishers, and bookstore placement actually mean today
• How bestseller lists really work (and why most are just marketing tools)
• Exactly how to market your book after it’s published: newsletters, podcasts, and more
• How to build momentum before your book even comes out

Timestamps

00:00 Traditional vs. Self-Publishing: The Debate Begins

00:41 The Evolution of Self-Publishing

01:10 Benefits of Traditional Publishing

03:17 Challenges with Traditional Publishing

06:58 The Power of Self-Publishing

15:09 Steps to Professionally Self-Publish

16:34 The Importance of Audiobooks

21:15 Marketing Your Book: An Overview

21:53 Building and Utilizing an Email List

24:48 Leveraging Online Platforms for Book Promotion

27:08 The Power of Podcasts and Public Speaking

32:31 Maximizing Social Media for Book Sales

38:47 Final Thoughts on Book Marketing

P.S. Want to go deeper? Check out my full course on Udemy or visit chooseyourselfacademy.com: How to Write and Publish a Book in 30 Days – available now.

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A Note from James:

Well, you can't get more information about tariffs and the economy than what I just got and you're about to listen to. Wilbur Ross, who was Secretary of Commerce under the first administration of Trump, just came on the podcast. I got to ask any question I wanted—about tariffs, the economy, everything.

Don't forget, in Trump’s first administration, we saw steel and aluminum tariffs, and there were all the same concerns—about the economy, inflation, political blowback. Wilbur Ross was right at the center of it. And now, he’s giving me the full picture on what’s happening today and where it’s all heading.

This is a guy who built entire industries, served in the Cabinet, and is worth billions. He’s also the author of Risks and Returns: Creating Success in Business and Life, which I highly recommend. He’s an economic and business inspiration. I learned a lot from this conversation—I’m sure you will too.

Please share this episode with anyone who wants to better understand what’s really going on with tariffs and the economy. Enjoy!

Episode Description:

James sits down with Wilbur Ross, former Secretary of Commerce and seasoned investor, for a candid and highly detailed discussion on tariffs, China, inflation, pharmaceutical policy, and the state of the U.S. economy. Ross offers a firsthand look at the economic strategies being proposed for a possible second Trump administration—explaining why blanket tariffs might make sense, what’s really going on with China and rare earths, and how executive power is being used to bypass bureaucratic gridlock.

Listeners will get a rare window into how economic policy is being formed, the political forces shaping it, and what it all means for growth, inflation, and American manufacturing.

What You’ll Learn:

• Why blanket tariffs are being reconsidered—and how they differ from past policies
• The strategic role of tariffs in foreign policy, especially with China
• How U.S. dependence on China for pharmaceuticals and rare earths is being challenged
• What role executive orders and emergency powers play in trade and healthcare reform
• The real economic trade-offs between inflation, recession, and reshoring production

Timestamped Chapters:

• [00:03] Complexity of Tariffs and China's Role
• [03:18] Trump's Tariff Strategy and Economic Impact
• [07:21] China's Influence on Global Supply Chains
• [16:13] Pharmaceutical Dependencies and Economic Policies
• [26:47] Impact of Tariffs on Inflation and Recession
• [45:18] Conclusion and Final Thoughts

Additional Resources:

• Wilbur Ross’s Book: Risks and Returns: Creating Success in Business and Life
• International Emergency Economic Powers Act (IEEPA): Legal summary on IEEPA
• Naked Wines (Podcast Sponsor): https://www.nakedwines.com/james

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A Note from James:

So I’ve been podcasting for, gosh, 11 years—over 1500 episodes. And through that whole journey, PodcastOne always stood out to me. They recently went public, and today I’ve got Rob Ellin and Kit Gray joining me. What’s the future of podcasting? If you're thinking about starting a podcast—or wondering how to grow one you already have—this episode's for you. These guys helped shape the entire industry, and they're sharing what works now, what doesn't, and how creators and networks can stay ahead.

Episode Description:

James Altucher sits down with Kit Gray and Robert Ellin, the powerhouse duo behind PodcastOne, to explore where podcasting is headed next. From YouTube’s dominance to AI-driven analytics, they dissect the changing landscape of content creation, monetization, and brand-building. They also discuss PodcastOne’s public market journey and how creators can turn niche ideas into multi-platform empires. Whether you're a podcast listener, creator, or investor, this episode gives you a real look at how podcasting is evolving from bedroom hobby to billion-dollar business.

What You’ll Learn:

• Why YouTube has become the most important platform for podcasters
• How to build a podcast brand that lasts—and makes money
• Why Gen Z is reshaping the future of content creation
• The real metrics that drive podcast growth and advertiser interest
• How PodcastOne is planning to become a billion-dollar company

Timestamped Chapters:

• [00:00] Introduction: The Future of Podcasting
• [00:06] The Rise of YouTube in Podcasting
• [01:08] James Altucher’s Podcasting Journey
• [01:53] Interview with Rob Ellin and Kit Gray
• [02:13] Evolution and Challenges in Podcasting
• [02:49] The Impact of Video and Live Shows
• [05:36] The Importance of Audience Engagement
• [06:19] Diverse Podcast Formats and Their Success
• [07:35] Building Relationships and Networks
• [09:32] Monetizing and Expanding Podcast Content
• [22:05] The Role of Gen Z in Podcasting
• [25:10] Debating College and Entrepreneurship
• [25:43] The Evolution of Media and Content Creation
• [26:53] The Power of Celebrity Influence
• [27:55] Building and Branding in the Modern Era
• [31:03] The Impact of Podcast Advertising
• [34:07] The Future of Podcasting and AI
• [40:34] The Growth and Influence of PodcastOne
• [41:59] Podcasting During COVID and Beyond
• [45:13] PodcastOne’s Public Journey and Future Plans
• 
  

Additional Resources:

• PodcastOne – Official Site
• Northwest Registered Agent
• BetterHelp Online Therapy
• Land Rover Defender
• Entrepreneurs on Fire by John Lee Dumas

This episode is brought to you by BetterHelp. Give online therapy a try at betterhelp.com/james

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Notes from James:

This is where a lot of people quit—but you won’t. This episode is about pushing through the dip that comes when writing gets tough. I give you tools I’ve used across 25+ books to keep going, stay motivated, and write better.

Episode Descriptions:

This is Part 3 of my 30-day writing series—and we’re getting into the real tools that will make your writing not just better, but publishable. If you’ve ever stared at a blank page and felt overwhelmed, stuck, or unsure of where to go next, this is the episode that will break that wall down.

I walk you through the “6 U’s” that every chapter—and especially your book introduction—must follow to grab readers, hook them emotionally, and sell the value of your book. You’ll also learn the “Warren Buffett 5/25 Rule” and how it helps you figure out exactly what to write about, plus a little-known editing tool (the Flesch-Kincaid score) that will instantly improve your writing’s clarity.

If you’ve hit writer’s block, feel stuck mid-draft, or need structure to keep going, you’ll find every tool you need right here.

This episode is sponsored by BetterHelp. Give online therapy a try at betterhelp.com/JAMES and get on your way to being your best self.

What You’ll Learn:

• The 6 U’s of persuasive writing: Urgency, Unique, Useful, Ultra-Specific, User-Friendly, Unquestionable Proof
• How to sell your book in the introduction using sales psychology techniques
• Why Warren Buffett’s 5/25 Rule might be the most important tool for picking a topic
• How to use the Flesch-Kincaid Score to make your writing clearer and more readable
• Nine real techniques I’ve used to overcome writer’s block—even on my worst days
• Why storytelling isn’t just a craft—it’s your most important writing tool

Timestamps:

00:00 Crafting a Compelling Book Introduction

01:58 The Six U's of Selling Your Book

07:52 Applying the Six U's to Your Writing

09:34 The Warren Buffett 5/25 Rule for Focus

22:01 The Importance of Readability: Flesch-Kincaid Score

28:27 Introduction to Overcoming Writer's Block

28:54 Nine Techniques to Overcome Writer's Block

36:33 Additional Writing Techniques and Tips

47:57 The Importance of Storytelling in Writing

51:07 Frameworks for Writing and Publishing Your Book

P.S. Want to go deeper? Check out my full course on Udemy or visit chooseyourselfacademy.com: How to Write and Publish a Book in 30 Days – available now.

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Notes from James:

The biggest lie about writing is that it takes years. I’ve written multiple books in less than a month—including bestsellers. With the right system, anyone can do this.

In this episode, I break down how to structure your first book and why your life experience, not your grammar, is your superpower. You’ll also hear my take on AI writing, and why your personal story is something no algorithm can ever replicate.

Episode Highlights:

Yes, you really can write and publish a great book in 30 days. In Part 2 of this writing series, I walk you through the actual systems that make it not only possible—but repeatable.

You’ll learn four powerful “meta-outline” frameworks you can use to organize any non-fiction book quickly and clearly. I’ll show you how I wrote Think Like a Billionaire in under 30 days using one of these frameworks, and how authors I know have launched entire careers with similar methods (some even in just three days). I also dive deep into one of the most important—but most overlooked—parts of writing a book: your first sentence. You’ll hear legendary first lines from some of the world’s best authors and learn why they work.

This episode is a blend of process and artistry—because writing a great book requires both.

This episode is sponsored by BetterHelp.

Give online therapy a try at betterhelp.com/JAMES and get on your way to being your best self.

What You’ll Learn:

• 4 concrete frameworks that will help you write a 20+ chapter book fast
• The myth of needing years to write a book (and how to break it)
• How I turned podcast interviews with billionaires into a full book in less than a month
• Why your first sentence matters more than your title—and how to make it irresistible
• How to write with authenticity, vulnerability, and momentum
• Why AI can’t replace you—and never will—when it comes to storytelling

Timestamps

00:00 Introduction: Writing a Book in 30 Days

00:54 The Four Frameworks for Writing

02:03 Example: Think Like a Billionaire

05:10 Overcoming Writing Myths

13:14 AI and the Future of Writing

20:47 The Power of a Strong First Line

23:51 Exploring the Opening Lines of Iconic Novels

24:14 Ralph Ellison's Invisible Man: A Civil Rights Era Classic

25:04 Jack Kerouac's On the Road: A Journey of Rediscovery

27:23 Gabriel Garcia Marquez's 100 Years of Solitude: A Nobel-Winning Masterpiece

30:54 Kurt Vonnegut's Slaughterhouse-Five: A War Story with a Twist

34:20 Jennifer Egan's Welcome to the Goon Squad: A Pulitzer Prize Winner

35:25 Charles Bukowski's Post Office: A Tale of Mistakes and Realities

38:57 William Gibson's Neuromancer: The Birth of Cyberpunk

40:16 The Importance of First Lines in Storytelling

42:36 Crafting Relatable and Vulnerable Narratives

P.S. Want to go deeper? Check out my full course on Udemy or visit chooseyourselfacademy.com: How to Write and Publish a Book in 30 Days – available now.

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Notes from James:

I’ve written 25 books—some huge hits, some total flops—and what I’ve learned is this: anyone can write a book, but not everyone gives themselves permission to start. This episode is the foundation. I break down the mindset, motivation, and structure you need to go from blank page to published book—even if you’ve never written a word before.

So you want to write a book. Where do you even start? In this kickoff to my new series on writing and publishing a book in just 30 days, I walk you through everything you need to know before you ever touch the keyboard.

This episode isn’t just for aspiring authors—it’s for anyone who’s ever wanted to turn an idea into something real, something lasting, and maybe even something that launches a new career. I’ll tell you exactly why writing a book is more important (and more achievable) than ever, and how your book can become a business card, a personal legacy, and a gateway to new opportunities—even if you’re not a “writer.”

I also introduce the one structure that every great story (fiction or nonfiction) follows: the arc of the hero. It’s the single most powerful tool for crafting stories that actually move people.

This episode is sponsored by BetterHelp.

Give online therapy a try at betterhelp.com/JAMES and get on your way to being your best self.

What You’ll Learn:

• The real reasons to write a book (none of them involve fame)
• Why books have a longer shelf life—and career impact—than blog posts or social media
• The 3 essential questions to ask before you start writing: “Who are you? Why are you? Why now?”
• Why your first draft should be messy—and why that’s a good thing
• The biggest myths that stop new writers (and how to ignore them)
• How the arc of the hero applies to everything—from Star Wars to tweets

Timestamps

00:00 Introduction: The Power of Writing a Book

00:37 Why Write a Book?

01:18 My Journey as an Author

03:39 The Importance of Knowing Your 'Why'

08:46 Common Myths About Writing

15:39 The Arc of the Hero in Storytelling

19:35 Star Wars: A Hero's Journey

22:17 The Timeless Tale of Moses

28:16 Walt Disney's Heroic Arc

32:52 The Arc of the Hero in Nonfiction

35:25 Romance Novels: Love's Heroic Journey

P.S. Want to go deeper? Check out my full course on Udemy or visit chooseyourselfacademy.com: How to Write and Publish a Book in 30 Days – available now.

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