Part 3: How To Write And Publish Your First Book In 30 Days - The 6 U’s, Clarity Tools, And Breaking Through Writer’s Block The James Altucher Show podcast

42:01

A Note from James: Ryan Holiday is one of the few writers I consider a peer—not just because of the work he’s done, but because of the choices he's made along the way. We’ve both published a lot of books. We've both dealt with audiences, platforms, and the weight of having a “point of view” in a world that increasingly wants you to pick a side. This episode wasn’t meant to be a debate or an interview. It was just two people trying to make sense of the tension between creativity and truth, honesty and influence, and why sometimes the best thing you can say is nothing at all. Episode Description: In this candid and far-ranging conversation, James Altucher sits down with bestselling author Ryan Holiday to talk about the changing nature of creativity, writing, podcasting, and personal ethics in a polarized media landscape. They discuss the illusion of having to weigh in on every issue, the danger of algorithmic thinking, and how to stay true to your voice without becoming a prisoner to your audience. Whether you're a writer, a creator, or just trying to think more clearly in chaotic times, this episode offers real insight into the forces shaping our thinking—and how to resist them. What You’ll Learn: Why sharing too early can kill creative momentum How social media shifted from expression to algorithm worship Why long-form podcasts might be bad for your brain How writing differs from other art forms in its tension and permanence The tradeoffs between artistic freedom, platform growth, and audience expectations Timestamped Chapters: [00:00] Writing Without Talking About It [01:00] Why Book Ideas Need Time in the Dark [02:00] Creative Compulsion vs. Discipline [03:00] Stand-Up, Dopamine, and Daily Feedback [05:00] Point of View in a Binary World [06:00] Silence, Ethics, and Speaking Up [07:00] Noise as a Form of Violence [09:00] Political vs. Philosophical Disagreements [10:00] Social Media’s Shift to Opinion Farming [11:00] The Algorithm as Audience Puppet Master [12:00] When the Audience Has You [13:00] Podcasting’s Algorithm Problem [14:00] Are Podcasts Dangerous? [16:00] Podcasting vs. Books: Tension and Craft [18:00] The Rise of the Longform Grifter [20:00] RFK Jr., Bad Ideas, and No Fact Checks [22:00] Why Audiobooks Outperform Podcasts [23:00] Can the Medium Save Us? [25:00] When Podcasts Work (And When They Don’t) [27:00] Music and the Emotional Power of Simplicity [29:00] Songs vs. Culture War Commentary [30:00] Great Lyrics, Great Feelings [32:00] Bono, Stoicism, and Making You Feel Seen [34:00] The Parasocial Magic of Fame [35:00] Acting, Politics, and Emotional Truth [37:00] Writing as the Hardest Artform [39:00] Why Great Writing Still Matters Additional Resources: Ryan Holiday’s website: ryanholiday.net The Daily Stoic by Ryan Holiday: Amazon James Altucher on Twitter: @jaltucher Ryan Holiday’s books on Amazon: Author Page Olivia Rodrigo – “Drivers License” (YouTube): Watch here Led Zeppelin lyrics and discography: ledzeppelin.com U2 – “Sunday Bloody Sunday”: YouTube See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
Crazy Finance: Episode 2 - Is College Still Worth It? 27:19

5 days ago27:19

27:19

A Note from James: When I first said that college was a scam, people thought I was joking—or worse. But I wasn’t. If you’re 18 and listening to this, don’t go to college. And if you’re a parent, don’t send your kid without doing the math. College doesn’t guarantee a better life anymore. In fact, it could cost you years of freedom, tens of thousands of dollars, and saddle you with debt you can’t escape. In this episode, Doug Hill and I talk about why the traditional path of “get a degree, get a job, live happily ever after” no longer holds up. Episode Description: In this second installment of the Crazy Finance series, James Altucher and Doug Hill challenge another major financial assumption: that college is necessary for success. James argues that skyrocketing tuition, guaranteed student loans, and outdated curricula make college a bad financial decision for most people. Doug, who sent four kids to college, shares his own experience and ultimately agrees—except in a few key professions. From alternative education paths to trade school opportunities, this episode breaks down the economics and psychology behind one of the most expensive decisions families ever make. What You’ll Learn: Why student loan debt is structurally predatory and practically inescapable How government-backed loans have inflated tuition for decades Which professions still require college—and which don’t Why trade schools and alternative education may offer better returns How personal development can happen outside the college system Timestamped Chapters: [00:00] Don’t Go to College (Seriously) [01:00] Why “Personal Finance” Advice Feels Generic [02:00] College as a Scam, Explained [03:00] When College Is Actually Worth It [04:00] Do Doctors Really Need 8 Years of School? [06:00] The Business Degree: What Did It Even Teach? [07:00] Entrepreneurship vs. Education [08:00] The Myth of Higher Earnings [09:00] Remedial Programming After Grad School [10:00] Why Tuition Keeps Rising [11:00] Government Guarantees = No Risk for Colleges [12:00] The Hidden Costs and Opportunity Costs [13:00] Who Actually Benefits From College? [14:00] Trade Schools and Skilled Labor [15:00] Electricians, Mechanics, and the Real ROI [16:00] Useless Courses, Forgotten Skills [17:00] Dropping Out and Getting Ahead [18:00] Sales Skills vs. College Classes [19:00] AI and the Future of Professional Work [20:00] Socialization: Real World vs. Campus [21:00] Google Certificates and Online Education [22:00] James Insults His Alma Mater (Again) [23:00] Who Really Wins in the College System? Additional Resources: James Altucher on Twitter: @jaltucher James’s article archive on college: Altucher Confidential – Why College is a Scam Coursera Professional Certificates (Google, Meta, etc.): coursera.org Khan Academy (Free Education): khanacademy.org U.S. Department of Education – College Scorecard: collegescorecard.ed.gov Trade School Info & Averages: Trade-Schools.net Federal Reserve Report on Student Loans: federalreserve.gov See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
Crazy Finance: Episode 1 – Why Buying a House Might Be the Worst Financial Decision 25:52

10 days ago25:52

25:52

A Note from James: Owning a home has been sold to us as the American dream. But what if it's actually a financial nightmare? In this episode, I talk with my friend Doug Hill about why I think buying a house is a bad idea—not just a little bad, but one of the worst investments you can make. Doug and I disagree on some points, and that's the fun part. This isn't about being contrarian for the sake of it. It's about questioning assumptions that most people never even stop to think about. Episode Description: In this premiere episode of the Crazy Finance series, James Altucher and Doug Hill take on one of the most sacred cows in personal finance: home ownership. James argues that buying a house isn’t the milestone of success it’s made out to be—it’s an expensive, illiquid, and overrated investment. Doug offers a counterpoint rooted in emotional and lifestyle value. Together, they break down the numbers, psychology, and cultural narratives that shape the decision to rent or buy. If you’ve ever wondered whether you should buy a house—or regret that you did—this conversation challenges the conventional wisdom with real numbers and uncommon insight. What You’ll Learn: Why owning a home may be one of the least financially sound decisions you can make How homeownership locks you into inflexible geography and limits job mobility The hidden costs of maintenance, property taxes, and lost opportunity Why emotional security often drives people to buy homes, not financial logic How rental life can be financially and psychologically freeing Timestamped Chapters: [00:00] Homeownership Is a Scam? [01:00] Introducing the Crazy Finance Series [02:00] James’s 11-Item Airbnb Life [03:00] Why Freedom Costs Less Than You Think [04:00] The Myth of "Throwing Away" Rent [06:00] What Makes a House a Bad Investment [07:00] Real Estate vs. Diversified Assets [08:00] The Illusion of Home Equity [09:00] Historical Returns on Housing [10:00] "Found Money" and Forced Savings [11:00] When You Never Truly Own Your Home [13:00] Renting vs. Buying: Lifestyle Tradeoffs [14:00] James vs. Doug: Dominican Property Math [16:00] Renting as Freedom, Not Failure [17:00] The 40-Year Trap of the Down Payment [18:00] Recession Horror Stories [19:00] Emotions vs. Economics [20:00] Getting Stuck (Just Like Factory Towns) [21:00] Why James Still Owns a Home (Kind Of) [22:00] Gender, Culture, and Nesting Instincts [23:00] Listener Homework: Is It Really a Good Investment? Additional Resources: James Altucher on Twitter: @jaltucher U.S. Housing Returns Historical Data: Case-Shiller Home Price Index via FRED Mortgage Interest Rates: Bankrate.com U.S. Property Tax Statistics: Tax Foundation – Property Taxes by State Choose Yourself by James Altucher – Amazon See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
Michelin Stars, Tragedy, and the Discipline to Be Great | Chef Curtis Duffy 1:00:15

17 days ago1:00:15

1:00:15

A Note from James: So Chef Curtis Duffy—he’s won Michelin Stars, a James Beard Award. He’s been on Netflix’s Iron Chef , was a judge on Top Chef season 21, and he’s even shown up in The Bear . He runs the Chicago restaurants Ever and Grace, and he wrote this incredible memoir called Fireproof: Memoir of a Chef . I could list all the accolades, but what really got me was his story—it's one of the most intense and heartbreaking I’ve ever read. The kind of story that stops you in your tracks. We talk about all of it—the trauma he lived through, the discipline he built, and what it takes to truly be great at anything. If you're chasing excellence in any part of your life, this episode will hit hard. Episode Description: James sits down with acclaimed chef Curtis Duffy for a raw and powerful conversation that goes far beyond the kitchen. From the trauma of losing both parents in a murder-suicide to earning multiple Michelin stars, Duffy shares the personal and professional disciplines that shaped his life. This isn’t just a story about food—it’s about resilience, focus, and the high cost of mastery. Whether you're building a business, learning a craft, or rebuilding your life, Curtis’s story offers something rare: clarity on what it really takes. What You’ll Learn: The difference between discipline and motivation—and why only one sustains greatness. How Curtis transformed personal tragedy into a lifelong drive for excellence. What separates a 2-star Michelin restaurant from a 3-star—and why consistency matters more than you think. Practical ways to develop expertise, even in everyday tasks (like boiling an egg). The importance of emotional control and quiet leadership in high-pressure environments. Timestamped Chapters: [00:00] Intro: Why Curtis Duffy’s story matters [01:45] Chef vs. metalhead: Black Sabbath and personal intensity [04:50] The family tragedy that shaped everything [10:30] Processing the unimaginable: police, negotiation, and aftermath [13:00] What Curtis wishes he had heard from his mother [15:45] Breaking the cycle of abuse [19:00] Leadership in the kitchen: discipline, not yelling [22:00] Hiring red flags and building the right team [26:00] The value of obsession and sacrifice [30:00] Curtis’s first spark of culinary creativity [32:00] What makes great chefs great [34:00] The science of boiling an egg—and why it matters [36:30] Developing "chunks" of expertise over decades [38:00] Talent vs. skill: what really wins [41:00] The role of discipline and why most people stop short [43:00] Going from chef to restaurateur and media personality [47:30] The pressure of competition shows vs. real kitchens [49:00] How to train consistency into a restaurant culture [52:00] Where restaurants are headed next [53:00] James gets BLT advice from a Michelin-starred chef [56:00] What makes a perfect baguette—and why most are awful [58:00] Final thoughts and how to connect with Curtis Additional Resources: 📖 Fireproof: Memoir of a Chef by Curtis Duffy 🍽️ Ever Restaurant – Chicago 🍷 Grace (Curtis Duffy’s former restaurant) 🥁 Charlie Benante – Drummer for Anthrax Our Sponsors: Elevate your workspace with UPLIFT Desk. Go to https://upliftdesk.com/james for a special offer exclusive to our audience. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
How UFC Champion Miesha Tate Overcame Rock Bottom with a Resilient Mindset 1:15:39

20 days ago1:15:39

1:15:39

A Note from James: Miesha Tate—at first, I’ve got to admit, I didn’t know much about UFC or MMA. But Miesha was the World Bantamweight Champion, and she fought Ronda Rousey—probably the most famous female fighter in the sport. I watched one of their fights, and honestly, I don’t know how I’d survive even a quarter of a second. But the conversation we had wasn’t what I expected. Miesha opened up about the mindset behind championship success, the weight of public expectations, and how depression can still hit even after you’ve reached the top. We talked about how personal growth sometimes means burning down everything and rebuilding. This wasn’t just about fighting—it was about resilience, reinvention, and figuring out what matters when the title belt doesn’t solve your problems. It was raw, honest, and eye-opening. I look forward to talking with her again. Episode Description: What happens when you reach the top of your field—and it still doesn’t fix what’s broken inside? Former UFC Bantamweight Champion Miesha Tate shares the brutal truth about chasing success, surviving toxic relationships, and rebuilding her life from rock bottom. In this candid conversation, Miesha and James explore the psychology of high performance, the danger of tying self-worth to achievement, and how to know when it's time to walk away—even from something you love. She tells stories from her early wrestling days to her UFC career, opens up about depression, and explains why learning to fail—and rebuilding—might be the most important skill of all. What You’ll Learn: Why reaching your ultimate goal might make you feel worse, not better The hidden costs of high achievement and fame How to identify toxic environments and take back control Why learning to “rebuild your metaphorical home” is essential to resilience How Miesha used mindset—not just physical training—to fight through adversity Timestamped Chapters: [00:00] The Broken Nose That Started It All [03:00] High School Wrestling with the Boys [06:00] Early Lessons in Grit and Gender Barriers [08:00] From Wrestling to MMA: Embracing the Unknown [11:00] Chasing the Win, Fearing the Loss [13:00] Building the Metaphorical Home [17:00] Blood, Grit, and the First Amateur Fight [21:00] Getting Knocked Out and Coming Back [27:00] The Problem with Thinking Winning Will Save You [34:00] Fighting Ronda Rousey: Lessons in Obsession [39:00] Training for the Unexpected [45:00] When Success Doesn’t Fix Anything [50:00] Rock Bottom and a 10-Day Drive to Nowhere [55:00] Rebuilding from Scratch [59:00] Miesha’s Life Today: Mindset, Family, and Homesteading Additional Resources: Miesha Tate on Instagram Miesha Tate’s Podcast: Built for Growth UFC Fighter Profile: Miesha Tate “The Weight of Gold” HBO Documentary Our Sponsors: Elevate your workspace with UPLIFT Desk. Go to https://upliftdesk.com/james for a special offer exclusive to our audience. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
The Secret of Dave Barry’s Humor: Class Clown Memoir and Florida Tales 49:58

27 days ago49:58

49:58

A Note from James: One of the funniest guys I’ve ever spoken to—Dave Barry. I always love talking to him. He’s been America’s top humorist since the early ’80s with a syndicated column in 500 newspapers and a long list of bestselling books. This is his third time on the podcast, and his latest book, Class Clown: Memoirs of a Professional Wiseass , is out now. We get into everything—his process, his adventures, and his signature style of humor that’s made him a legend. It’s always fun with Dave. Episode Description: James sits down with Dave Barry to explore the surprising journey behind his new memoir, Class Clown . Dave shares how his humor evolved from playful everyman columns to a more personal, story-driven style. They talk about his outrageous adventures, from picking up his son in the Oscar Mayer Wienermobile to getting booed by telemarketers and dedicating a sewage station in his honor. They also break down the shifting landscape of writing, how syndication shaped Dave’s career, and why modern humor feels trapped in political silos. This is a rare chance to hear how one of America’s greatest humorists built a career by doing things to write about them—and why his readers became his closest allies. What You’ll Learn: Why Dave Barry was initially reluctant to write a memoir. How performing outrageous stunts became central to his writing. The critical role of reader engagement in building the success of his humor column. How the writing industry—and the path to building an audience—has radically changed. Dave’s candid perspective on modern political humor and why neutrality feels impossible today. Timestamped Chapters: [00:00] Introduction to Dave Barry [01:00] Writing a Memoir: The Journey Begins [02:00] The Humorist’s Approach: Balancing Persona and Reality [03:00] Adventures in Journalism: Creating Stories by Living Them [05:00] Tactical Humor: Rivalries, Stunts, and Getting Involved [08:00] When Humor Becomes the Story: Telemarketers and Public Reaction [12:00] Building a Community: How Dave Engaged His Readers [17:00] The Syndication Era: How Writing Used to Pay [23:00] The New Writing Economy: Substack and the Digital Shift [28:00] Assault Humor and the Loss of Neutral Comedy [31:00] What’s Next: Substack, Slowing Down, and Florida’s Wild Identity [35:00] Writing Novels vs. Columns: Dave’s Fast-Paced Storytelling Style [41:00] Stand-Up Comedy and the Influence of Nate Bargatze [44:00] Comedy Club Lessons: James on Bombing and Recovery [46:00] Criticism: Dave’s Approach to Bad Reviews [47:00] Farewell: Dave’s Thoughts on Humor, Writing, and Legacy Additional Resources: 📖 Class Clown: Memoirs of a Professional Wiseass by Dave Barry 📖 The Kite Runner by Khaled Hosseini 🎤 Nate Bargatze Official Website 🎤 Jim Gaffigan Official Website 🎤 Hunter S. Thompson’s Fear and Loathing on the Campaign Trail ’72 🎤 P.J. O'Rourke’s Official Website (archived) See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
How Chess Saved Danny Rensch’s Life: From Cult Roots to Chess.com’s Success 33:24

4 weeks ago33:24

33:24

Notes from James: I had no idea this conversation would go where it did. I thought we’d talk chess. Instead, we talked about life, trauma, manipulation, redemption… and how one of the world’s most popular games can be both a tormentor and a savior. Episode Description: In this raw and powerful episode, I sat down with Danny Rensch—International Master, Chief Chess Officer of Chess.com, and author of the upcoming memoir Dark Squares —to uncover a story that’s anything but a typical chess tale. Raised in a spiritual cult obsessed with chess, Danny’s path to mastery involved trauma, isolation, and resilience. We go deep into the psychological aftermath of cult life, the beauty and torment of the game that saved him, and how he helped turn Chess.com into a global phenomenon with over 200 million users. This isn’t just an episode about chess. It’s about survival, identity, and how to turn pain into purpose. What You’ll Learn: How Danny’s obsession with chess began inside a controlling cult The complicated relationship between talent, trauma, and identity How being taken from his family at age 12 shaped his worldview How Chess.com exploded from 100k subscribers to millions after The Queen’s Gambit Why cheating in chess is a growing threat—and how they’re fighting it What the Hans Niemann scandal revealed about the future of the game How to build resilience and purpose from even the darkest beginnings Timestamps: 00:00 Introduction: A Unique Upbringing and Chess Obsession 00:43 The James Altucher Show: Welcoming Danny Wrench 00:58 Danny Wrench's Journey: From Chess Prodigy to Business Success 03:19 The Dark Side of Chess: Cult Life and Personal Struggles 12:38 Chess.com: Growth and Success 14:34 The Impact of COVID-19 and The Queen's Gambit 20:30 Cheating Scandals and Controversies in Chess 26:26 Future of Chess: Technology and Cheating 31:14 Conclusion: Living the Dream Our Sponsors: Pack up and go even further with the Defender 110. Learn more at LandRoverUSA.com/Defender Head to rugiet.com/ JAMES and use code JAMES to get 15% off today! Secure your online data TODAY by visiting ExpressVPN.com/ALTUCHER See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
The Stoic Capitalist: How Rational Thinking Creates Success | Robert Rosenkranz 1:08:46

5 weeks ago1:08:46

1:08:46

A Note from James: Man, what a fascinating career Robert Rosenkranz has had—multi-billionaire, involved in virtually every part of finance and American industry. He wrote a book called The Stoic Capitalist , and what really stands out is how he's actively applied stoic principles to achieve immense success throughout his career. Even from a young age, stoicism played a crucial role, guiding him through critical business decisions. It's a real pleasure speaking with Robert—an American icon. Episode Description: James welcomes Robert Rosenkranz, author of The Stoic Capitalist: Advice for the Exceptionally Ambitious , to discuss how applying stoicism's timeless principles helped him navigate pivotal career decisions and financial challenges. Robert candidly shares his experiences—from early high-stress deals to launching a private equity firm where he risked his entire net worth—and explains why stoic philosophy remains essential for rational decision-making in business and life. The conversation highlights how embracing uncertainty and questioning assumptions can lead to clarity and resilience in a constantly changing world. What You'll Learn: How to differentiate between rational risks and emotional fears in critical decisions. Strategies for recognizing and overcoming cognitive distortions like catastrophizing. Practical applications of stoicism in modern investing and entrepreneurship. Insights into adapting to rapid technological changes, particularly AI. The importance of spousal support and personal relationships in career success. Timestamped Chapters: [00:00] Introduction to Robert Rosenkranz [02:00] The First Major Deal and Stoic Principles [05:00] Risk and Rational Decision Making [09:00] The Role of Biographies and Early Influences [12:00] The Importance of Spousal Support [28:00] Stoicism and Cognitive Behavioral Therapy [34:00] Exploring Financial Trends and Technology [35:00] The Impact of Artificial Intelligence [36:00] Addressing Fears and Job Displacement [37:00] Adapting to Technological Change [44:00] The State of the US Economy [48:00] Investment Strategies and Market Behavior [54:00] Stoicism and Its Influence on Investing [57:00] The Role of Social Media in Society [63:00] Reflections on Public Service and Education [67:00] Conclusion and Final Thoughts Additional Resources: The Stoic Capitalist by Robert Rosenkranz How to Think Like a Roman Emperor by Donald Robertson The Obstacle Is the Way by Ryan Holiday "The Smoot-Hawley Tariff and the Great Depression" - The Economist Open to Debate Our Sponsors: Pack up and go even further with the Defender 110. Learn more at LandRoverUSA.com/Defender Head to rugiet.com/ JAMES and use code JAMES to get 15% off today! Secure your online data TODAY by visiting ExpressVPN.com/ALTUCHER See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
How to Master Anything—at Any Age: Lessons from World Chess Champion Viswanathan Anand 32:02

5 weeks ago32:02

32:02

Notes from James: When I turned 40, I was depressed. I checked the top 50 chess players and saw only one person around my age: Viswanathan Anand. That moment gave me hope. Episode Description: I met one of my lifelong heroes—five-time World Chess Champion Viswanathan Anand—and got to sit down with him at the Norway Summit to unpack what it really takes to stay at the top… for four decades. We didn’t just talk about chess—we talked about life, legacy, improvement, and how to overcome self-doubt at any age. Vishy and I broke down how talent evolves, why confidence matters more than skill early on, and how he battled through plateaus, age, and even failure to remain among the world’s elite players—well into his 50s. This episode is a masterclass in longevity, performance, and reinvention. Whether you're into chess or not, Vishy's insights apply to anyone striving to master their craft, overcome obstacles, and stay in the game. What You’ll Learn: The real reason most people plateau—and how to push through it Why youth is powered by “inaccurate self-confidence” (and why that’s not a bad thing) How to adapt when the game—or the world—changes faster than you can keep up What to do when your best effort still leads to loss How to retrain your mindset after failure or self-doubt Why reinvention is a lifelong skill, not a one-time fix Timestamps: 00:00 The Relentless Nature of Chess 00:39 Meeting My Hero: Viswanathan Anand 01:12 A Personal Story of Inspiration 02:55 Interview with Viswanathan Anand 06:43 The Evolution of Chess and Personal Growth 28:57 The Role of Youth and Confidence in Chess 31:14 Concluding Thoughts and Future Prospects Sponsors: Visit “ LandRoverUSA.com ” to learn more about the Defender one-ten To get 6 bottles of wine for $39.99, head to NakedWines.com/JAMES and use code JAMES for both the CODE AND PASSWORD. Elevate your workspace with UPLIFT Desk. Go to https://upliftdesk.com/james for a special offer exclusive to our audience. Visit northwestregisteredagent.com/james and start building something amazing! Get more with Northwest Registered Agent at northwestregisteredagent.com/james. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
Gary Vaynerchuk: The Brutal Blueprint for Real Freedom 1:09:39

6 weeks ago1:09:39

1:09:39

A Note from James: So I’ve been doing this podcast for a long time—over 1500 episodes—and I’ve spoken to everyone from billionaires to best-selling authors, athletes to entrepreneurs. But there are a handful of episodes that still ring in my ears years later. One of them was Episode 156 with Gary Vaynerchuk. I was just re-listening to it while pulling together notes for a potential book, and I realized this conversation is timeless. It’s not about hype. It’s about freedom. Gary’s blueprint—learn, build, create community, stay self-aware—is the real deal. No shortcuts. No tricks. Just pure, actionable wisdom. Whether you’re 23 or 53, if you're serious about building the life you want, this one’s worth a listen. Send it to your kids. Your friends. Your future self. Thanks again for listening. Episode Description: In this re-release of one of the most downloaded episodes of The James Altucher Show , James sits down with Gary Vaynerchuk just before the release of his book #AskGaryVee . What unfolds is a candid, highly tactical conversation about business, content creation, self-awareness, and the true meaning of entrepreneurship. Gary breaks down his framework for success—from selling wine via YouTube in the early 2000s to launching VaynerMedia and investing in Facebook, Twitter, and Tumblr. He also explains why patience, practicality, and micro-failure are essential ingredients for long-term freedom. This isn’t motivational fluff. It’s the strategy, mindset, and playbook of someone who’s been in the trenches—and is still hungry. What You’ll Learn: Why "entrepreneurship" is really just a path to freedom—not fast cash How Gary made (and learned from) multiple startup failures in 2009 Why content marketing is about sincerity, not SEO hacks How to test new business ideas through arbitrage—like flipping Jets gear on Amazon A tactical breakdown of self-awareness (and how to get it from people you trust) Timestamped Chapters: [00:00] Leisure vs. Freedom: What You’re Really Trading [01:00] Recommending Competitors as a Sales Tactic [03:00] Early YouTube, Wine Library, and ROI Before Social Was “Social” [06:00] Entrepreneurship vs. Lifestyle Marketing [08:00] Ego, Confidence, and What Scares Gary Vee [10:00] The Trainwreck Year: 2009 and Four Failed Startups [12:00] Experiments, Micro-Failures, and Million-Dollar Misses [14:00] Offense vs. Defense in Business [15:00] Building Trust Through Sincerity in Content [18:00] Self-Awareness: Gary’s Most Important Entrepreneurial Trait [22:00] The Real Numbers: What It Means to Be in the 1% [25:00] Leisure Costs More Than You Think [29:00] Why Gary Loves Losing and Chasing More Than Winning [34:00] The Self-Awareness Dinner Party Hack [38:00] Redefining Success: From $213K to $87K and Happy [42:00] Clouds and Dirt: Finding Your North Star and Executing in the Weeds [43:00] The Arbitrage Blueprint: eBay to Amazon [47:00] Community Building Through Twitter and Micro-Engagement [49:00] Jab, Jab, Jab, Right Hook (And What People Get Wrong About It) [52:00] Avoiding Negative Energy in Business and Relationships [54:00] Tactical Social Media Growth: Commenting, Listening, Engaging [56:00] Scaling Beyond Arbitrage: Events, Podcasts, Products Additional Resources: #AskGaryVee: One Entrepreneur's Take on Leadership, Social Media, and Self-Awareness (Amazon) Gary Vaynerchuk’s Twitter Wine Library TV Archives VaynerMedia DailyVee on YouTube Our Sponsors: Pack up and go even further with the Defender 110. Learn more at LandRoverUSA.com/Defender Elevate your workspace with UPLIFT Desk. Go to https://upliftdesk.com/james for a special offer exclusive to our audience To get 6 bottles of wine for $39.99, head to NakedWines.com/JAMES and use code JAMES for both the code AND PASSWORD Don’t wait, protect your privacy, build your brand and set up your business in just 10 clicks in 10 minutes! Visit northwestregisteredagent.com/james and start building something amazing! See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info .…

The James Altucher Show

1
Obsession, Chess, and the Myth of Mastery | James & Dirk Jan ten Geuzendam on the "New in Chess" Podcast 1:03:57

6 weeks ago1:03:57

1:03:57

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

The James Altucher Show

1
Michael Dell vs. Wall Street: Dorm Room to Billion-Dollar Battles 54:28

7 weeks ago54:28

54:28

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

The James Altucher Show

1
Part 5: How to Write and Publish Your First Book in 30 Days - The Four Book Frameworks 35:16

8 weeks ago35:16

35:16

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

The James Altucher Show

1
Shoveling Sh*t: Entrepreneurs’ Secrets to a $700M Exit with Michael & Kass Lazerow 1:05:08

8 weeks ago1:05:08

1:05:08

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

The James Altucher Show

1
Part 4: How to Write and Publish Your First Book in 30 Days – Self-Publishing, Traditional Deals, and Making Real Money 39:56

8 weeks ago39:56