Category Pirates

Category Pirates 🏴‍☠️

The authority on category design, category creation & creator capitalism. Sharing how legendary entrepreneurs, executives, marketers, and creators design business breakthroughs. By Christopher Lochhead, Eddie Yoon, & Bri Clark www.categorypirates.news

  1. How To Mother Like A Creator Capitalist With 5 Moms Walking The Talk

    VOR 5 TAGEN

    How To Mother Like A Creator Capitalist With 5 Moms Walking The Talk

    We did something different this episode. Pirate Eddie wasn’t here. Pirate Christopher wasn’t here. Pirate Bri sat down with five of the most formidable Creator Capitalist moms in our pirate ship and let them run the conversation. Pirate Alexis Skigen Rago. Built her business eight years ago after Corporate America made her ask permission to volunteer in her own kid’s classroom. Mom of two boys, ages 14 and 18. Pirate Melissa Andrews. Building and scaling across continents while her 19-year-old (autistic, brilliant) and her 17-year-old (off at boarding school by choice) keep her honest. 4 a.m. starts and 1 a.m. calls to five continents. Pirate Jennifer Hall Thornton. Ran the everything-but-sales side of a digital company while raising two kids 13 months apart, an elderly mother nearby, and a husband on a plane. Now relaunching with the four capitals as her map. Pirate Mary Kathryn Johnson. Started her first business in 2003 with an 18-month-old and a 4-year-old, a Bob the Builder keyboard cover, and a Windows 98 machine. First in her family to go to college. Mom of two grown sons, 24 and 27. Pirate Lydia Flocchini. Lawyer turned legal-tech category designer. Mom of two (one graduating college, one graduating high school in the same season). Five women. Three Academy cohorts. One conversation that should be required listening for every mom (and every man married to one) in our orbit. Here’s the thesis they landed on, and we couldn’t have said it better ourselves: The most undervalued asset on the planet is the work moms have been doing for free. The volunteer hours. The household OS. The school logistics. The relationship capital built on the sidelines of a soccer game. The reputation capital compounding inside a PTA that’s secretly a Fortune 500 in disguise. Society has spent a hundred years telling moms that work doesn’t count. Five Creator Capitalists in this episode just called b******t on that, on the record. Mothering and Creator Capitalism run on the same playbook. If you’ve read Creator Capitalist, you already know the four capitals. What you haven’t seen is what happens when five moms apply that lens to the work they were never paid for, the kids they’re raising into a world that hasn’t been invented yet, and the businesses they’ve built (or are about to). Each of them has a different on-ramp into the same conversation. One is using AI as a translation layer between her neurotypical brain and her neurodivergent kid’s. Another is watching her son weaponize Claude inside an upper-division engineering class he isn’t technically qualified to take. A third is helping her daughter category design a Shopify store before she’s even old enough to vote. We’re not going to spoil the answers here. They’re better when you hear them tell it. What we will tell you is this: A category nobody’s named yet came up in the middle of the conversation. A new framework for how to think about the people you build with. A moment where one of our Pirates basically pitched an entire business live on tape without realizing it. And by the end, the five of them had quietly written a starter kit for any woman watching from the sidelines who’s been told her work doesn’t count. A 3-step starter kit for any mom watching from the sidelines. If you only walk away from this episode with one thing, walk away with this: Make up a company name. Even if you never use it. Then write your last 10 years of “non-paid” work as if you were the CEO of that company. The volunteer board seat. The household operations. The school logistics. The unpaid emotional and logistical labor. You’ll be staring at a resume that would get hired in any sane economy. Build a personal board of directors. Three to seven people. Not your spouse. Not your best friend. People who will give you the unvarnished truth, point you at opportunities, and amplify the value you can’t yet see in yourself. Pick a structure. A framework that helps you think instead of letting you spin. Creator Capitalist is one option (we’re biased). The Academy is another. Pick the one that forces you to do the work and stick with it long enough for it to click. The why behind each step is in the conversation, and it’s a lot more interesting hearing five women who’ve actually run the play talk it through than reading us summarize it. Here’s how to navigate this conversation: 02:30 – The empty nest math: What boarding school, college roommates, and “I dream of being an empty nester” actually reveal about the seasons of a Creator Capitalist’s life. 08:30 – Digital natives vs. analog natives: Why the way our kids build relationships looks nothing like ours did, and why that’s a feature, not a bug. 12:30 – Hire your kid: The case for bringing your kids inside the business early, what role to give them, and the moment Mary Kathryn realized her teenager could outproduce most adults. 18:30 – The IBM dad and the entrepreneur mom: Why the kids of Creator Capitalists are absorbing a completely different operating system than the one we grew up with. 24:30 – The oxygen mask: Why moms are running on fumes by 40, who’s actually paying for it, and the line in the sand the women in this conversation are finally drawing. 33:30 – AI as the mom translation layer: Two stories about neurodivergent kids and the AI use case nobody is writing about yet. Worth the price of admission alone. 42:00 – The data drop: What’s happening to women’s access to capital right now, why it’s going the wrong direction, and what these five are doing about it. 45:30 – The new business hiding in plain sight: Pirate Jennifer names a category live on the recording. We won’t spoil it. You’ll know it when you hear it. 50:30 – The value of your value: The line of the episode, courtesy of Pirate Mary Kathryn. If you only press play for one moment, make it this one. 1:00:00 – Walking the starter kit: Five Creator Capitalists working through why each move matters, what they wish they’d known earlier, and the one piece of the kit each of them resisted the longest. To connect with our Creator Capitalist Moms: Follow Pirate Lydia Flocchini on LinkedIn Follow Pirate Alexis Skigen Rago on LinkedIn Follow Pirate Melissa Andrews on LinkedIn Follow Pirate Jennifer Hall Thornton on LinkedIn Follow Pirate Mary Kathryn Johnson on LinkedIn Arrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead P.S. — Mother’s Day is coming up. If you want to gift the mom in your life something genuinely valuable, or if you are the mom and you’re looking to start creating value of your own, the best place to start is with the Pirate Eddie Bot. It’s the fastest way we know to put the four capitals to work in your life, your career, and your relationships, without waiting for permission from anyone. → Become a Founding Subscriber to get access to the Pirate Eddie Bot here. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe

    1 Std. 4 Min.
  2. 22. APR.

    Career Quakes Part 2 Audiobook

    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe Nearly half of all economic value is created by the people everyone else feels sorry for. We ran the numbers. Two cells on the entire demand matrix account for 78% of all economic value created across hundreds of careers. Not twelve cells. Two. The biggest one? Lifequakes crossed with turnarounds. 47%. Translation: nearly half the wealth, reputation, and category-defining work in the world comes from people in the middle of the thing everyone spends their life running from. The conventional career advice is to avoid disruption, minimize risk, and find the safest landing spot. The data says that advice is how you stay average. The quake isn’t the detour from your category. It is your category. This audiobook is the playbook. Four P’s. Six AI prompts. Three military stories that will rearrange how you think about your own turmoil. Here’s what you’ll get inside: [00:02:00] – Where Real Career Breakthroughs Actually Come From: 78% of economic value is concentrated in two cells of the demand matrix. We walk you through the math and the moment a person realizes that staying the same is riskier than changing. That’s the ignition point for every pivot that ever mattered. [00:10:00] – The 4 P’s. Not Another 47-Step Plan: Puke. Plant. Prioritize. Progress. A framework you can actually run when the ground is moving. Pirate Eddie uses his own personal quake (the one he handled badly) to show you why the first step is the one most people skip. [00:18:00] – Which of the Four Capitals Has the Greatest Upside Right Now: Every quake rebalances your Financial, Relationship, Reputation, and Intellectual Capital. The mistake is trying to rebuild all four. The move is making a deliberate bet on the one the quake just handed you for free. [00:26:00] – Why Military Veterans Are Walking Category Design Case Studies: Three stories at three stages. Dr. Eric Hanson pitched 36 times before someone said yes. Robby Cronstedt is standing at the edge of the cliff right now. Captain Shelly Rood walked through nuclear bombs. Their POV is the Superpower. [00:30:00] – AI as Your Career Intelligence Officer: Six copy-and-run prompts that turn AI from a shortcut into a Superpower. Ring Assessment. Puke Session. Endure or Escape. This isn’t prompt engineering. It’s a system for seeing the shift early and repositioning before everyone else notices the ground moved. If you’re in the middle of a career quake right now, or you can feel the tremors starting, this mini-book will change how you read the ground under your feet. That’s how you convert turmoil into treasure. Arrrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead PS: Help like-minded pirates “think different.” If reading this opened your mind to new and different thinking, share it with a friend or click the ❤️ button on this post so more people can learn about Category Pirates.

    6 Min.
  3. 22. APR.

    Career Quakes Part 1 Audiobook

    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe Most people think careers are built through planning. They’re not. They’re built through quakes. Unexpected moments that shake everything: Your job Your identity Your relationships Your sense of what matters You don’t avoid these moments. You become because of them. This mini-book introduces a new way to understand your career—not as a ladder, but as a system of forces shaping you in real time. If you can learn to read those forces, you don’t just survive quakes. You use them. Here’s what you’ll get inside: [00:02:00] – Lifequakes Are the Rule, Not the Exception: Research shows we experience major life disruptions every 12–18 months, with 3–5 true “lifequakes” across adulthood. These aren’t linear or predictable—they’re messy, nonlinear, and they reshape everything. [00:07:00] – The Three Rings That Actually Define Your Career: Your career sits inside three interacting forces: Global quakes (AI, economy, war, culture) Organizational quakes (bosses, roles, pay, politics) Personal quakes (health, family, purpose)Most advice focuses on one. Winners learn to read all three—at the same time. [00:12:00] – Why Global Forces Shape Your Destiny More Than You Think: You don’t control macro shifts—AI, recessions, regulation—but they control what’s possible. [00:18:00] – Organizational Quakes: The Game You Think You’re Playing: Promotions, bosses, compensation, and role clarity feel like “the career.” They’re not. They’re one ring. Over-index here, and you miss the bigger game. Under-index, and you get crushed by politics and structure you didn’t see coming. [00:24:00] – Personal Quakes: The Ring That Actually Determines Everything: Your relationships, health, family, and sense of purpose are not separate from your career—they are your career infrastructure. The right people accelerate you. The wrong ones destroy you. And most people don’t realize this until it’s too late. [00:30:00] – Seven Truths About Quakes That Change How You See Everything: You can’t stop quakes—but you can change your POV about them. [00:36:00] – From Surviving Quakes to Becoming Quake-Wise: The goal isn’t a stable career. That’s a myth. The goal is to shorten the distance between shock and strategy. To read signals faster. Arrrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead PS: Help like-minded pirates “think different.” If reading this opened your mind to new and different thinking, share it with a friend or click the ❤️ button on this post so more people can learn about Category Pirates.

    7 Min.
  4. 22. APR.

    Lightning Strike Legends Audiobook

    This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe Most people read about strategy. Pirates execute it. This is the first edition of Lightning Strike Legends—a series where we show real Pirates running real strikes with real revenue. Lydia Flacchini and Nick Kringus didn’t follow a marketing playbook. They built creator capital first—then pointed it at a single moment. Three weeks. $24K invested. $90K signed on day two. $270K in near-term pipeline. Up to $1M in total opportunity. That’s not marketing. That’s a Lightning Strike. Here’s what you’ll get inside: [00:01:00] – Why Creator Capital Comes Before Revenue: This strike didn’t work because of tactics. It worked because Lydia and Nick had already built the four capitals—intellectual, reputation, relationship, and financial. The strike didn’t create value. It revealed and monetized value that was already there. [00:06:30] – Finding Your Bandmate Multiplies Everything: Lydia (revenue scientist) and Nick (category strategist) weren’t just collaborators—they became a band. When two people with clear superpowers align around a shared problem and POV, the output isn’t additive. It’s exponential. [00:11:30] – The Legendary POV: Are You AI Invisible?: Their breakthrough wasn’t a tactic—it was a question. “Are you AI invisible?” reframed the entire personal injury legal market. As AI replaces search, both victims and lawyers are disappearing from discovery. That’s a category problem, not a marketing problem. [00:16:30] – Category Science > Conventional Wisdom: Their research revealed something shocking: SEO authority had almost zero correlation with AI visibility (0.076). That single number punched the industry in the face—and created instant word of mouth. [00:20:00] – The Strike Stack: Info War, Air War, Ground War: The strike wasn’t random—it was structured: Info War: The 0.076 insight and AI invisibility POV Air War: Booth + live podcast creating visibility and credibility Ground War: Real conversations, real diagnostics, real closingThe stronger the intellectual capital, the less financial capital you need. [00:24:00] – Close Before You Leave: Revenue Is the Goal: Lydia set the tone: “We need five clients before we leave.” By day two, they signed a $90K client. The strike paid for itself before they even left the conference. [00:27:00] – What’s Actually Stopping You From Striking: It’s whether you’ve mapped your creator capital and have the courage to act. Most people don’t lack opportunity—they walk past it, like the economists ignoring the $100 bill on the sidewalk. Arrrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead PS: Help like-minded pirates “think different.” If reading this opened your mind to new and different thinking, share it with a friend or click the ❤️ button on this post so more people can learn about Category Pirates.

    5 Min.
  5. How To Raise $50M Without Giving Up A Single Point Of Equity With Dr. Eric Hanson

    17. APR.

    How To Raise $50M Without Giving Up A Single Point Of Equity With Dr. Eric Hanson

    Welcome to Creator Capitalist Conversations, a series spotlighting Category Designers who have rejected traditional career paths and built lives around what makes them different. Our new book, Creator Capitalist, is available now. Get your copy here. Dear Friend, Subscriber, and Category Pirate, Dr. Eric Hanson knows how to get the Pentagon to write a check. He has done it, to the tune of more than $300 million, for other people’s companies. Seventeen years as an Air Force physician and senior flight surgeon. 750 hours in 36 aircraft. Dual board certified in aerospace and preventative medicine. Call sign “Genes”. (Which tracks, because he also has an MPH in epidemiology with a genetics concentration from Johns Hopkins on top of his MD.) He ran a 15 million dollar DARPA-funded bioterrorism surveillance project in Washington, D.C., right after the anthrax attacks. He became the Air Force chair of the Congressionally Directed Medical Research Program, a 1.27 billion dollar program in fiscal year 26. He’s founded five companies. Published five books, 25 articles, and holds nine patents. And somewhere in there he decided he wasn’t done serving. So he started MilMed Connect, a Techstars portfolio company, to do one thing most founders don’t even know is possible: Help life science CEOs raise money from the U.S. government without giving up a single point of equity. Over 300 million dollars of it, to date. The Pentagon deploys more than $40 billion a year in research funding. The Congressionally Directed Medical Research Program alone is $1.27 billion. That’s a bigger annual deployment than most VC funds have under management. And it doesn’t cost you equity. The Department of Defense doesn’t want your cap table. It wants dual-use technology, products that work in both civilian and military settings. Smaller. Lighter. Cheaper. Lower-power. AI-assisted. The military calls it C-SWaP: Cost, Size, Weight, and Power. One of Eric’s clients, a biotech CEO working on host-targeted antivirals, raised $50M in private capital and $60M in non-dilutive DoD funding. One started at $11M and bumped to $24M, then $36M, then $50M without having to recompete. The Navy awarded one of Eric’s dental AI contracts in exactly 90 days from pencil-to-paper. Try getting a VC to move that fast. The military is the greatest Superconsumer on Earth. If you’ve read our work, you know what a superconsumer is: the highest-intensity user in a category, the one whose demands pull the entire product forward. Superconsumers force innovation. They don’t settle for average. They pay a premium for the extreme version. The U.S. military might be the ultimate one. It needs devices that function in the Arctic and the Sahara. It needs batteries that last in theater. It needs medical countermeasures for chemical, biological, radiological, and nuclear threats. It needs prolonged casualty care solutions for war fighters who, as Eric explains in harrowing detail, sometimes have to wait 72 hours or more near the point of injury before they can be evacuated. And when the military finds a solution that works, it writes a check. What Eric has done is category design a business around the translation layer. He’s built a firm, a Techstars accelerator arm, and a software product called Navigator, effectively an operating system for dual-use CEOs. He’s trained 50 military medical veterans to work with industry. 25 have started their own companies. He’s got a Curly Bot, a Dr. Eric Bot, and a dual-use triage bot in development. He named the problem. He framed the problem. He’s claiming the problem. That’s what a Creator Capitalist looks like in uniform. The four capitals, fully loaded. One of the things we love about Eric’s story is that he is running the full Creator Capitalist playbook, whether he planned it that way or not. Financial capital. Non-dilutive government funding, deployed to founders who would otherwise be stuck on the VC treadmill. Reputation capital. 17 years in the Air Force, an affiliate professorship at OHSU, a seat as a Uniformed Services University military medical ambassador. The kind of credibility that opens doors inside the Pentagon that nobody else can even knock on. Relationship capital. A network of 50 trained military medical vets, each with their own networks. DoD program officers he’s worked with for over a decade. CEOs he’s placed inside the most exclusive buying room in the world. Intellectual capital. The Navigator product. The dual-use triage framework. The C-SWaP lens applied to civilian tech. The books, the patents, the IP. The reason we wanted Eric on the show isn’t because every listener is going to start raising non-dilutive DoD funding tomorrow. It’s because Eric is a walking proof point that the Creator Capitalist playbook works in the most bureaucratic, credentialed, gate-kept industry on Earth. If it works inside the Pentagon, it works in legal tech. It works in real estate. It works in consumer health. It works in whatever industry you’ve been told is “too traditional” or “too regulated” or “too old school” to do something new in. The playbook doesn’t care about your industry. It cares whether you’re willing to name, frame, and claim a category before anyone else does. Here’s how to navigate this conversation: * 02:14 – Jack Ryan meets Michael Crichton: Why Eric’s resume reads like a thriller and how the Uniformed Services University path got him through med school without a dime of debt. * 04:59 – Medical countermeasures, explained: What “dual-use” actually means when the threats are chemical, biological, radiological, and nuclear and why COVID blew the doors off Eric’s 5-client model overnight. * 09:45 – The cap table that isn’t: How a founder raised $50M private and $60M non-dilutive and what the government wants in return that isn’t equity. * 13:59 – C-SWaP and the super consumer: Eddie’s hearing-aid story and why the military is the most demanding product development partner a founder could ever ask for. * 18:30 – The 1-in-10 CEO: 1,500 companies evaluated, 300 worked with directly and the one trait that predicts who actually gets funded. * 23:00 – $40 billion a year: The DoD funding landscape, the Small Business Innovation Research program, and how it stacks up against NIH, Andreessen Horowitz, and every VC fund you’ve heard of. * 26:27 – DoD vs. VC, side by side: A 90-day Navy contract, million-dollar awards, and what happens when a government program officer is more founder-friendly than your Series A board member. * 35:45 – Navigator: The operating system Eric is building for dual-use CEOs and the Curly Bot naming moment you’ll have to hear to believe. * 40:04 – Ukraine as the accidental R&D lab: Why prolonged casualty care changed everything about military medicine and why nothing has been the same since. * 46:30 – For the 18-year-old considering med school: The advice Eric would give his own kid, including a year in Korea, six months in Hungary, and a week on a paddle wheeler in Brazil studying parasites. * 49:34 – What the Academy actually did for him: Eric on his Category Design journey from Substack subscriber to Cohort 3.0 graduate to reading the Creator Capitalist book with both of his sons. To connect with Dr. Eric: * Follow Dr. Eric on LinkedIn * Email: eric@milmedconnect.com Arrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead P.S. — Eric didn’t become a category of one by accident. He took 17 years of military medical expertise, named the translation gap nobody else was solving for dual-use CEOs, and built an entire category around it. Bots, software, a Techstars accelerator, a trained army of veteran entrepreneurs. He’s also a Category Design Academy Cohort 3.0 graduate. Which means the frameworks he’s using to scale Navigator and train the next generation of military medical Creator Capitalists are the same ones we teach inside the Academy. Academy 4.0 applications close in 10 days. The next cohort starts in May. If Eric’s story resonates, if you’re sitting on a superpower the rest of the world hasn’t named yet, that’s exactly the work the Academy is designed to do. → [Learn more about the Academy here.] → [Apply here.] This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe

    53 Min.
  6. 8. APR.

    A creator and a capitalist are the same person

    Welcome to Creator Capitalist Conversations, a series spotlighting Category Designers who have rejected traditional career paths and built lives around what makes them different. Our new book, Creator Capitalist, is available now. Get your copy here. Dear Friend, Subscriber, and Category Pirate, Most people think there are two kinds of people in the world. There are the creatives. The artists, the writers, the builders, the visionaries. The ones who make things. And then there are the capitalists. The business people, the operators, the money minds. The ones who monetize things. We have been told these are two separate buckets for so long that almost nobody stops to ask whether it is actually true. It isn’t. It’s a lie that you have to choose a side. That you are either a creator or a capitalist. That the two cannot live in the same person. Most people fall into this trap without ever realizing it, and it quietly limits everything: how they price their work, how they describe themselves, how much they believe they are allowed to claim. William Shakespeare co-owned the Globe Theatre. Twelve and a half percent equity, purchased while his contemporaries were getting paid per play. He did not write in isolation hoping posterity would find his genius. He built an enterprise around his work and retired wealthy. Andy Warhol called his studio the Factory. On purpose. “Being good in business is the most fascinating kind of art,” he said. He was not being provocative. He was making a precise observation from someone who had dissolved the boundary between creativity and commerce entirely. Taylor Swift did not just perform. When her masters were sold without her consent, she re-recorded her entire back catalog and turned the act of ownership into a cultural statement that made her Taylor’s Version releases more commercially successful than the originals. She was asleep in a hotel in Buenos Aires. And her thinking was making a difference to millions of people simultaneously. Different centuries. Same model. A creator and a capitalist are not opposites sitting on either end of a spectrum. They are the same person operating at full power. Shakespeare did not stop being an artist when he bought his equity stake. Warhol’s art still created an abundance of feelings when he ran the Factory like a business. Swift did not stop being a musician when she became a mogul. The myth that they are separate was about control. Keep the creatives over here focused on creating. Keep the business people over there focused on the money. When you split people in two, they are easier to manage and easier to underpay. Creator capitalists reject that split entirely. This week Pirate Christopher sat down with Jessica Miller of the It’s Your Offer podcast to lay this all out from first principles. If you have ever felt the pull of both worlds and been told you had to choose, this is the conversation that names what you have always known. We keep our best thinking for our Substack. We do not get promotional here often. But we also know where the real value lives and we would be doing you a disservice if we did not point you toward it. We would not be breaking that rule today if we did not believe this is the most valuable thing we have put out. If you already see categories everywhere. If you are already doing this work. If you read that and thought yes, that is exactly how I see the world: then it is time to go deeper. Here is where you go from here. If you are building toward six figures and you are still finding your superpower, still learning to see your category, still figuring out what only you can offer the world: the Creator Capitalist book and course are where you start. This is the thinking that makes everything else possible. Get the Creator Capitalist → If you are already doing six figures and you are ready to stop being compared to people who do not deserve to be in the same sentence as you: the Category Design Academy is where that work gets done. This is not a course. It is not a coaching program. It is a small, hand-selected room of founders, consultants, and operators who already see the world the way you do and are ready to build with it. Three working sessions a month with Pirate Eddie and Pirate Christopher. A community that does not end when the cohort does. People who will see your category before you can fully articulate it yourself and help you name what is already there. If you are ready to stop competing and start creating. If you are ready to build something the market has never seen before. If you have been waiting for the room where people think the way you think: this is the only room where that happens. Jessica felt that pull. She did not hesitate. She enrolled in the 2026 cohort early because she knew she was ready to stop explaining herself and start owning her category. She will be in the room when it begins May 4. If you have been feeling that same pull, that you are ready to stop competing, start creating, and become a category of one: we have the room where that happens. The investment is $10,000. We hand-select who gets in. Applications close April 27. Apply to the Category Design Academy → Not sure which is right for you yet? Learn more about the Academy → Here’s how to navigate this conversation: * 00:00 — The contradiction nobody questions: Most people assume creators and capitalists are two different kinds of people. Pirate Christopher explains why that assumption is costing you everything. * 10:10 — The existing market trap: Pirate Christopher walks through why that is a losing game and what the data from every tech company started between 2000 and 2015 actually reveals. * 18:40 — Different forces a choice. Better only creates comparison: The most important word in category design is not better. It is different. Italian or sushi is a choice. * 27:00 — Different is the last moat: AI is making two things that used to define professional value close to free: existing knowledge and the ability to execute against it. * 35:00 — AI is not your assistant. It is your co-founder: Most people are using AI wrong and you can hear it in the language the vendors use. * 44:00 — The four capitals flywheel: You have been building intellectual capital, relationship capital, reputation capital, and financial capital your entire career whether you realized it or not. * 52:00 — The value of your value: A woman with a career’s worth of accomplishment read the Creator Capitalist book and realized she had been letting others teach her to devalue her own value. * 1:01:00 — The greatest time in history to be alive: Why the people most afraid of AI are having the wrong conversation and what becomes possible when you stop asking what AI will take from you and start asking what you can now create that you never could before. This is one of the most complete articulations of the creator capitalist philosophy Pirate Christopher has put on record. If you have people in your life who are wrestling with what AI means for their career or their business, this is the episode to send them. Connect with Jessica: * Follow her on LinkedIn * Listen to the It’s Your Offer podcast Arrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead P.S. — If you have been thinking about the Academy… You are already doing real work. You are already in the market. You have a point of view the market has not fully caught up to yet. And you have been in enough rooms to know that most rooms are not built for people who think the way you do. This one is. A small group. Hand-selected. Three working sessions a month with Pirate Eddie and Pirate Christopher. People who will challenge your thinking, amplify your work, and see your category before you can fully name it yourself. This is the room you have been looking for, applications close April 27. If you are still building toward six figures and the Creator Capitalist framework is new to you, the book is your next step. The Academy will be here when you are ready. Apply to the Category Design Academy → This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe

    1 Std. 19 Min.
  7. How To Win An Unwinnable Situation With Shelly Rood

    3. APR.

    How To Win An Unwinnable Situation With Shelly Rood

    Shelly Rood is Jane Bond. Captain Shelly is a 16-year Army intelligence officer who spent her career doing one thing: reading situations most people couldn’t see, synthesizing what it meant, and briefing decision-makers on what to do about it. She was exceptionally good at it. She was also in the wrong place at the wrong time with the wrong people. Just like Charlie Chaplin’s Little Tramp. Not the decorated hero walking a linear path. The lovable character who keeps ending up in the middle of someone else’s mess, getting arrested for a riot he was just standing near. Pirate Shelly was very generous she was with her pain and Career and Life Quakes. She shared how her marriage to a fellow ROTC officer that unraveled into infidelity and abuse. The insecure male superiors who punished her for outperforming them. So she pivoted. She went to seminary. She became a chaplain. She built a course on moral injury. A community of 154 female veterans with 1,600 conversations in a single year. A bot, called Digital Shelly. A Substack. A second marriage she describes as life-changing. What Shelly has done, without necessarily using this language until now, is category design her own life. She took a superpower the Army trained her for, named the problem nobody else was solving for female veterans, and built an entirely new category of support around it. A peer intelligence system, where women who’ve been through it brief the women who are currently in it. She named it. She framed it. She’s claiming it. That is what a Creator Capitalist looks like. The woman veteran narrative has always been handed to someone else to write. Shelly became a category of one and picked up the pen herself. Here’s how to navigate this conversation: 05:05 – Jane Bond and the bunker in South Korea: What a tactical all-source intelligence officer actually does, and why Shelly’s version of the job was cooler than most. 08:18 – The Little Tramp: Why Shelly Rood is Charlie Chaplin’s character, not the decorated straight-line hero, and why that framing is more honest and more useful. 10:21 – Detroit rooftops and the freshman 15: How she ended up in ROTC, a sorority, and the rifle team all at the same time. 15:16 – Institutional betrayal: The sorority incident that made her choose the uniform over the Greek letters. 17:20 – Sharing of partners: Christopher asks her to repeat herself. She does. 22:18 – Ten years and a son: The marriage, the infidelity, the drinking, the divorce. And what it looked like from inside a military community where that behavior was normalized. 31:51 – Accused of forgery. Accused of plagiarism. Failed grenade training: The pattern of being punished for competence, and the five years of hard thinking it took to understand why. 38:56 – The news director who couldn’t finish the phrase: Shelly’s television career, the insecure boss, and Eddie on what it costs to be right versus what it costs to keep your job. 43:10 – Moral injury: The concept that’s only been named in the last decade, why the only path through it is understanding the why, and why Charlie Chaplin’s audience always understands what the Tramp doesn’t. 47:16 – Who takes care of the women: Shelly on the woman veteran narrative, what’s wrong with how it’s currently told, and what she wants to write instead. To connect with Shelly: Follow Shelly on LinkedIn Listen to the Hardcore and At Ease Podcast Check out Mission Ambition Arrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead P.S.—Shelly is a living example of what happens when someone takes their lived experience, names the problem only they are positioned to solve, and builds a category around it. If you’re ready to do the same, the Academy 4.0 is where that work gets done. If you’ve been watching from the sidelines wondering whether the Academy is the right next move for you, Shelly’s story is probably the most honest answer we could give. → Learn more about the Academy here. → Apply here. This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe

    51 Min.
  8. How a five-year-old beats a 55 year old knowledge worker

    25. MÄRZ

    How a five-year-old beats a 55 year old knowledge worker

    This is a 🏴‍☠️ Founding Members–Only 🏴‍☠️ post. Founding Members get access to the Pirate Eddie Bot to ask category design questions, weekly actionable insights, the full library with 30+ audiobooks, 250+ mini-books, and more. See the Founders Deck here. Dear Friend, Subscriber, and Category Pirate, Last week, the same day Creator Capitalist launched, Pirate Christopher gave a keynote in San Diego. He built the entire speech around what happens when knowledge and execution become free, and creation becomes the only thing that matters. He closed with something that won’t leave people’s heads: “If you connect your different to making the biggest possible difference at scale with AI, you will have a different career. If not, you’ll suffer the fate of a knowledge worker.” There’s no third option. He’s given many a monster keynote. But this was different. Multiple men and women came up to ask if they could just hug him. He clearly struck a chord. The decades old Knowledge Worker deal is done For 67 years, the Knowledge Worker deal was simple: acquire valuable knowledge, get paid to apply it. Knowledge is power. Execution is everything. You were raised on that deal. You were rewarded for it. Promotions, titles, salaries—all of it is designed to keep you applying existing knowledge to existing problems. The system told you that knowing and executing were valuable things. And you believed it, because the paychecks confirmed it. Creating—the thing every five-year-old does without thinking—got relegated to the margins. To the weekend. To the “when I have time” pile. The thing that used to come naturally became the thing you needed permission for. Now knowledge is free. Execution is free. And creating—having a point of view, naming a problem nobody else has named, building a framework that didn’t exist before, designing something so different that people reorganize their thinking around it—is the only thing that’s scarce. The irony is brutal: the thing the system trained out of you is the only thing the market will pay for now. A five-year-old creates naturally. A fifty-five-year-old has been trained out of it. Get a few kids together. Give them paper and crayons. Leave the room for 20 minutes. They’ll draw. They’ll invent. They’ll argue about whose drawing is better. They’ll make up stories about what they drew. They’ll collaborate, compete, and create—without anyone telling them to. Without a framework. Without permission. Without a strategy meeting first. Every five-year-old is insanely creative. They won’t shut up. They’re full of ideas. They have more curiosity in a single afternoon than most boardrooms generate in a quarter. So you’d think by the time they’re 55, with decades of experience and knowledge layered on top of that natural creativity, they’d be the most creative people alive. The opposite happens. Somewhere between five and fifty-five, we got trained to stop creating and start executing. To stop asking “what if?” and start asking “what’s the deliverable?” To stop seeing what isn’t there yet and start optimizing what already is. The system rewarded us for it. Promotions, titles, salaries, corner offices—all of it designed to keep us applying existing knowledge to existing problems inside existing structures. AI just made that entire reward system obsolete. The executing and the knowing—the things the system trained us to prioritize over creating—are now the cheapest things on the planet. The creating—the thing every five-year-old does without thinking—is now the most valuable. This is either terrifying or the greatest opportunity of your life. It depends entirely on whether you have a framework for it. If you’re still trying to outsmart AI by knowing more, or outwork AI by executing harder, you’re going to lose. You’re playing the 67-year-old game with 67-year-old rules, and the rules just changed. If instead you connect your different—your superpower, the thing people come to you for, the thing that makes the biggest difference possible—to making a difference at scale with AI, everything changes. One person can now build what used to take an entire company. The Silicon Valley conversation has moved from “when will we see the first billion-dollar one-person company?” to “when will we see the first billion-dollar ARR one-person company?” The tools are here. The moment is here. The question isn’t whether AI will replace you. The question is: what should you create? Three things to sit with before Friday. 1. When was the last time you created something that didn’t exist before? Not edited. Not optimized. Not iterated on someone else’s work. Actually created—from scratch—a framework, an idea, a point of view that was yours. If you can’t remember, that’s the signal. The system trained the creating out of you. It’s still in there. But you have to go looking for it. 2. What do people come to you for that you’ve never charged for? The thing colleagues ask you about in the hallway. The thing friends text you about on weekends. The thing you do so naturally that it feels like it shouldn’t count as expertise. That’s your superpower. And it’s probably the most valuable thing about you—precisely because you’ve never treated it that way. 3. If you could only do one thing for the rest of your career, what would it be? Not the thing you’re good at. Not the thing on your resume. The thing that—if everything else went away and you could only keep one piece of what you do—you would choose. That’s where the creating lives. That’s what AI can’t replicate. And that’s the foundation of everything a Creator Capitalist builds on. Write your answers down. Don’t type them. Don’t ask AI. Sit with them. Friday: Career Quakes drops. AI is the biggest career quake in a generation. Maybe the biggest ever. We keep using that word—quake—because it’s precise. Not a disruption. Not a trend. Not a “shift in the landscape.” A quake. The kind that shakes all three rings of your life simultaneously: the global forces you can’t control, the organizational forces reshaping your workplace, and the personal forces that decide whether you break or build. Most career advice picks one ring and pretends the other two don’t exist. The business books obsess over global disruption. The leadership books obsess over promotions. The self-help books obsess over purpose. None of them talk about what happens when all three rings go red at the same time. On Friday, we’re releasing a new mini-book called Career Quakes. It’s about the moments that shake your career—and the framework for using them to build instead of break. Career Quakes is a paid publication. More on how to access it below. If you’re ready to become a Creator Capitalist through this quake—not just read about it—the Creator Capitalist course closes Friday. Everything in this email—the five-year-old who stopped creating, the 67-year-old Knowledge Worker deal that just expired, the question of what you should create next—the Creator Capitalist Course is the system for answering it. Your superpower. Your Four Capitals. Your offer ladder. Your pricing. Framework by framework, with AI tools built into every step. The course includes the $100 Complete Collection of the book (hardcover, ebook, audiobook) plus three guided modules. 119 people went through this course last year. They uncovered $425M in quantified outcomes they didn’t know they had. The course closes Friday, March 27 at midnight. We haven’t opened it in over a year. We don’t know when we’ll open it again. This is the week to go all in on being a Creator Capitalist. Already bought the book and want to upgrade? Email hello@categorypirates.com with your receipt for a discount code. Not ready for the course? Join the inner circle. If you want to start jamming on these ideas with the thinking partner that makes them personal—and get access to everything we publish, including Career Quakes on Friday—the Founding Membership is the way in. Founding members get: * The Pirate Eddie Bot—the only AI trained on Category Design and Creator Capitalism * 30+ audiobooks * Free copies of our six full-sized books (A Marketer’s Guide to Category Design, The 22 Laws of Category Design, The Category Design Toolkit, Snow Leopard, Thinker’s High, and Lightning Strike Marketing) * Invites to founder-only virtual workshops (held two to three times a year) * The Category Vault and the full 250+ mini-book library Arrrrrr, Category Pirates 🏴‍☠️ Eddie Yoon Christopher Lochhead P.S. — Not ready for the course or Founding? Get the book: * Paperback on Amazon — $35 * Ebook — $35 (instant access) * Audiobook — $35 (instant access) * The Complete Collection — $100 (hardcover + ebook + audiobook) This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.categorypirates.news/subscribe

    17 Min.

Info

The authority on category design, category creation & creator capitalism. Sharing how legendary entrepreneurs, executives, marketers, and creators design business breakthroughs. By Christopher Lochhead, Eddie Yoon, & Bri Clark www.categorypirates.news