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Christopher Lochhead Follow Your Different™

Latest episodes

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May 19, 2025 • 54min

399 How DUDE Wipes Flushed The Competition And Became A $219M Category King | Creator Capitalist Conversations

On this episode of Christopher Lochhead: Follow Your Different, we have a Dude conversation with the chief Dudes of DUDE Wipes to talk about how they wiped their competition and became the leader in their category. This episode is part of the Creator Capitalist Conversations, a mini-series spotlighting real-life legends who have rejected traditional career paths and built lives around what makes them different. These are stories of people who didn’t wait to get picked. They picked themselves—and started building careers that pay them to be radically them. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go.   Links Learn more about Dude Wipes! LinkedIn | Dude Wipes   We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram, and subscribe on Apple Podcast / Spotify!    
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May 12, 2025 • 52min

398 Why Quitting Isn’t As Risky As You Think with Carylyne Chan | Creator Capitalist Conversations

On this episode of Christopher Lochhead: Follow Your Different, we are treated to an inspiring conversation with Carylyne Chan, a startup founder, investor, and advocate for autonomy and entrepreneurship. This episode is part of the “Creator Capitalist Conversations” miniseries, which emphasizes the importance of taking control of one’s career and life. Carylyne’s journey from a challenging upbringing in Singapore to becoming a successful entrepreneur in various sectors, including AI and blockchain, offers valuable lessons for anyone looking to carve their own path. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go.   Getting to know Carylyne Chan Carylyne’s story is one of choosing herself rather than waiting to be chosen. As we go further into the episode, we dive into the emotional and psychological aspects of making significant life changes, particularly the leap from traditional employment to entrepreneurship. Carylyne begins her story by recounting her upbringing in Singapore, where she faced significant challenges, including a turbulent family life. At the age of 14, she took her first internship at the National Environment Agency, which sparked her interest in understanding how people work and the importance of teamwork. This early experience laid the foundation for her entrepreneurial spirit.   Carylyne Chan and her Leap to Entrepreneurship As Carylyne transitioned from high school to college, she continued to pursue her passion for entrepreneurship. She participated in hackathons and collaborated with friends who shared her interests. This led to the creation of a startup focused on AI chat summarization before it became a mainstream concept. Their journey took them to an accelerator program in Hawaii, where they worked tirelessly to grow their business. Carylyne then discuss the emotional challenges that accompany the entrepreneurial journey. She highlights the importance of recognizing when one has outgrown their current situation and the courage it takes to make a change. She believes that the biggest risk is not quitting a job that no longer serves you but rather staying in a life that feels unfulfilling.   Discovering Her Superpower The conversation shifts to the concept of identifying one’s unique strengths or “superpowers.” Carylyne acknowledges that her path to self-discovery has been complex and filled with trial and error. Initially, she viewed herself as an operational person, someone who gets things done. However, as she navigated through her first formal startup, she realized that her skills extended beyond operations to include marketing, design, and leadership. Christopher and Eddie discuss the significance of emotional intelligence in Carylyne’s success. They highlight her ability to remain calm amidst chaos, a skill that has been honed through her upbringing and experiences. Carylyne’s capacity for rapid synthesis—quickly learning and distilling complex information into actionable narratives—has been a cornerstone of her work as an advisor and entrepreneur. To hear more about Carylyne Chan and her entrepreneurial journey, download and listen to this episode. Subscribe to Category Pirates today and join the crew in our Category Design journey on the business seas!   Bio Carylyne Chan is a Singapore-based entrepreneur and the Co-Founder and former CEO of CoinGecko, a leading global cryptocurrency data platform. With a background in psychology and marketing from Carnegie Mellon University, she blends analytical thinking with strategic vision to drive innovation in Web3 and fintech. Carylyne is also a startup advisor and frequent speaker on blockchain, digital assets, and entrepreneurship, recognized for her role in advancing transparency in the crypto space.   Links Connect with Carylyne Chan!Website | LinkedIn | X (formerly Twitter)    We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram, and subscribe on iTunes!
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May 5, 2025 • 52min

397 How To Build A Career That Can’t Be Replicated with Mike Maples, Jr.

On this episode of Christopher Lochhead: Follow Your Different, we engage in a riveting conversation with Mike Maples Jr., co-founder of Floodgate and a prominent venture capitalist. This episode, which is a part of the “Creator Capitalist Conversations” miniseries, goes into the themes of entrepreneurship, personal capital, and the transformative power of artificial intelligence (AI) in the ideation process. The dialogue offers a wealth of insights for aspiring entrepreneurs and seasoned business professionals alike. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go.   Mike Maples Jr.’s Journey: From Entrepreneur to Venture Capitalist Christopher Lochhead sets the stage by introducing the miniseries “Creator Capitalist Conversations,” which celebrates individuals who have carved their own paths in the business world. The episode features Mike Maples Jr., who shares his journey from a successful entrepreneur to a venture capitalist in Silicon Valley. This transition, marked by risk-taking and self-discovery, offers valuable lessons for anyone looking to forge their own path in business. Mike Maples Jr. recounts his significant career shift from being a well-respected founder and head of marketing for a successful software company in Texas to starting anew in Silicon Valley as a venture capitalist. This transition, he notes, is daunting for many, especially for someone who had already achieved a level of success and recognition. Mike’s approach to risk-taking involves viewing new ventures as opportunities to explore interesting ideas rather than potential failures. This mindset allows him to gradually escalate his commitment as he gains confidence.   Mike Maples Jr. on the Importance of Self-Awareness Mike shares that the journey to discovering one’s superpowers is often a gradual realization rather than a single defining moment. He emphasizes the importance of honoring one’s time and using it to share one’s unique gifts with the world. This perspective aligns with the Japanese concept of “ikigai,” which represents the intersection of what one loves, what the world needs, what one can be paid for, and what one is good at. Mike then discusses the distinction between deep work—discovering new knowledge—and harnessing pre-existing knowledge. He notes that many high-paying jobs rely on established knowledge, which may become commoditized in the age of AI. By integrating the insights of others with his unique perspective, Mike has developed a robust intellectual framework that guides his investment decisions.   Exploring Airbnb’s Seed Deck: A Case Study in Innovation Mike Maples Jr. shares an intriguing case study involving Airbnb’s original seed deck from 2008. Using a software tool he developed, the “Pattern Breakers Insight Stress Test,” he analyzes Airbnb’s business model. This analysis reveals that everyday people would rent their private homes to strangers, creating a new category of accommodation that transcends traditional hotels. This insight is underpinned by several inflection points, including the growing comfort with online transactions and the rising consumer preference for authentic experiences. Encouraged by the insights gained from Airbnb’s seed deck, Mike explores further possibilities, including creating a business model canvas, potential logo designs, and a narrative framework for Airbnb. This exploration leads him to realize that similar analytical techniques can be applied to various mental models, facilitating ideation and refinement. To hear more from Mike Maples Jr. and his thoughts on careers that withstand the test of time and tech, download and listen to this episode.   Bio Mike Maples Jr. is an entrepreneur turned venture capitalist. He’s co-founder of Silicon Valley based, early-stage VC Floodgate. And the host of the popular “Starting Greatness” podcast. Investments include Twitter, Lyft, Bazaarvoice, Sparefoot, Ayasdi, Xamarin, Doubledutch, Twitch.tv, Playdom, Chegg, Demandforce, Rappi, Smule, and Outreach. Link Connect with Mike Maples Jr.! Floodgate | Twitter | LinkedIn | Starting Greatness Podcast Check out Mike’s new book, Pattern Breakers! Amazon Books | Porchlight Books | Starting Greatness | Pattern Breakers Newsletter We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, X (formerly Twitter), Instagram, and subscribe on Apple Podcast / Spotify!
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Apr 28, 2025 • 1h 2min

396 You Need a Dream, Not a Deck: Zero Billion Dollar Markets with Steve Vassallo

On this episode of Christopher Lochhead: Follow Your Different, we have a dialogue with Steve Vassallo, a General Partner at Foundation Capital, to celebrate the firm’s 30th anniversary and explore the evolution of venture capital (VC) in Silicon Valley. We discuss the shift of many traditional VC firms from early-stage investments to a more asset management-oriented approach. Steve Vassallo talks about the importance of maintaining a craft-oriented, personalized approach to VC, focusing on product excellence and effective distribution. He also highlights the current trends in AI and blockchain, urging founders to prioritize innovation and core product differentiation in a rapidly changing market. With nearly 18 years at Foundation Capital, Steve shares his unique insights into the changing landscape of venture capital, the importance of maintaining a craft-oriented approach, and the challenges faced by early-stage founders. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go. Celebrating 30 Years of Foundation Capital Foundation Capital recently marked its 30th anniversary, a significant milestone in its journey. The firm has launched its 11th fund, a $600 million vehicle aimed at supporting extraordinary founders at the earliest stages of their ventures, particularly in the enterprise sector. Steve Vassallo adds that more than half of their investments focus on early-stage companies, including seed and Series A rounds, with a strong emphasis on technology, particularly in fintech and crypto. Steve Vassallo on the Changing VC Landscape Christopher and Steve Vassallo then discuss the evolution of VC firms, noting that many traditional firms have transformed into asset managers rather than remaining true venture capitalists. Steve points out that the percentage of capital raised by these firms for early-stage investments has dwindled significantly. He estimates that only about 20% of the capital raised by these larger firms is allocated to early-stage investments, with the majority directed towards growth-stage companies. In contrast, Foundation Capital dedicates approximately 70-80% of their recent fund to backing founders at the inception of their ideas. Steve humorously refers to these early-stage entrepreneurs as “pre-founders” or “pre-criminals,” highlighting the raw potential and creativity that often characterize this stage of entrepreneurship. The Craft of Venture Capital Their conversation then moves to the notion that venture capital is fundamentally a craft business rather than a scalable factory-like operation. Christopher likens the venture capital process to crafting custom surfboards, where the quality and personal touch of the creator matter significantly. He argues that the best results come from a deep, personalized partnership with founders, rather than a one-size-fits-all approach. Reflecting on his own background in product design, Steve Vassallo adds that he initially believed that the best product would always win in the market. However, he quickly learned that effective distribution often trumps product quality. This realization was humbling for him, as he recognized the critical role that marketing and sales play in a product’s success. He stresses that when extraordinary products are paired with exceptional distribution channels, remarkable outcomes can occur. To hear more from Steve Vassallo and the future of Venture Capital, download and listen to this episode. Bio ​Steve Vassallo is a General Partner at Foundation Capital, where he invests at the intersection of design, technology, and business. Since joining the firm in 2007, he has led investments in transformative companies such as Stripe, Sunrun, Cerebras Systems, and Solana. Steve co-leads Foundation’s crypto practice and is known for backing product-first founders tackling consequential problems Before venture capital, Steve spent five years as a design engineer at IDEO, developing products for clients like Nike, Cisco, and McDonald’s. He later served as Director of Engineering at Immersion and VP of Product and Engineering at Ning, a social platform he helped launch. His design work has earned him over 77 patents and accolades including the Business Week Design of the Decade Award and Red Dot Award.​ Steve holds degrees from Worcester Polytechnic Institute (B.S.), Stanford University (M.S.), and Stanford Graduate School of Business (M.B.A.). He is the author of The Way to Design and hosts Product Minds, a dinner series exploring the art and science of building great products.​ Links Connect with Steve Vassallo!   Website | LinkedIn | X (Formerly Twitter) We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram, and subscribe on iTunes!
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Apr 21, 2025 • 51min

395 Work Is The Reward: How To Design A Career You Never Want To Quit | Pirates Perspective

Eddie Yoon and Katrina Collier, both Category Pirates, shake up conventional views on work and retirement. Eddie sees retirement as a runway for growth, not an end point, while Katrina emphasizes designing a fulfilling life where the urge to retire disappears. They unpack the 'big retirement lie,' highlighting that work can be meaningful and joyful. Their inspiring tales encourage listeners to rethink their careers as ongoing journeys filled with purpose, community, and continuous engagement rather than mere financial pursuits.
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Apr 7, 2025 • 1h 28min

394 Radical Listening: The Superpower Hiding in Plain Sight with Dr. Christian van Nieuwerburgh & Dr. Robert Biswas-Diener

Dr. Christian van Nieuwerburgh, an executive coach and academic, teams up with Dr. Robert Biswas-Diener, a renowned psychologist, to delve into the often-overlooked skill of radical listening. They discuss the disconnect caused by modern distractions and the emotional barriers to effective communication. Their insights reveal how practicing curiosity and empathy can foster deeper connections in both personal and professional spheres. They even touch on bridging ideological divides, advocating for open dialogue and intellectual humility to enhance understanding.
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Mar 17, 2025 • 1h 4min

393 You Don’t Need Credentials To Create: How To Scale (And Get Paid) For What You Know | Category Pirates

On this episode of  Christopher Lochhead: Follow Your Different, we explore the transformative potential of intellectual capital (IC) with our fellow Pirate Eddie Yoon. Intellectual Capital (IC) is a valuable yet often overlooked asset, which can help you to shift from being knowledge workers to creator capitalists. We also discuss the challenges of making complex ideas accessible and highlights the importance of diagnostics in leveraging IC, and go into the concept of “lenses,” or perspectives, that can illuminate new opportunities. This episode serves as a call to action for individuals to recognize and monetize their unique knowledge, fostering innovation and personal growth. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go. The Essence of Intellectual Capital Christopher opens the discussion by talking about how intellectual capital is often an underappreciated asset. Intellectual capital is not just for academics or certified experts; it is an asset that everyone possesses. Many individuals possess a wealth of knowledge accumulated over their careers, yet they fail to recognize its potential value.  The key is understanding how to package and monetize this knowledge effectively. Eddie Yoon elaborates on this point, discussing the transition from being a knowledge worker to becoming a creator capitalist. A knowledge worker typically replicates existing knowledge, while a creator capitalist actively creates new knowledge and value. This shift is crucial in a rapidly changing job market, especially with the rise of artificial intelligence and automation, which threatens many traditional jobs. The Importance of Diagnostics Another key point in their discussion is the role of diagnostics in understanding and leveraging intellectual capital. Eddie Yoon notes that many industries, particularly healthcare and fitness, utilize diagnostic tests to establish baselines and measure progress. He argues that this practice should be more widely adopted in other fields, including consulting and sales. Eddie cites the historical context of management consulting, referencing Marvin Bower and James O. McKinsey, who emphasized the importance of accounting as a diagnostic tool for financial health. Just as doctors assess patients’ health through tests, businesses should evaluate their performance through similar diagnostics to identify areas for improvement. The Power of Lenses The conversation then shifts to the concept of “lenses”—the perspectives through which we view our ideas and experiences. Eddie Yoon reflects on how writing and teaching have helped him develop a clearer understanding of category design, a concept he believes is crucial for business success. Christopher adds to this by discussing the various types of lenses we encounter in life, using the metaphor of prescription glasses. Just as different lenses can enhance our vision, new perspectives can illuminate previously unseen opportunities. He likens this to using a microscope or telescope, which allows us to see details or distant objects that are otherwise obscured. To hear more from the Category Pirates and their thoughts on Intellectual Capital, download and listen to this episode. Subscribe to Category Pirates today and join the crew in our Category Design journey on the business seas! Don’t forget to grab a copy (or gift!) of one of our best-selling books:  Snow Leopard: How Legendary Writers Create A Category Of One  The Category Design Toolkit: Beyond Marketing: 15 Frameworks For Creating & Dominating Your Niche  A Marketer’s Guide To Category Design: How To Escape The “Better” Trap, Dam The Demand, And Launch A Lightning Strike Strategy The 22 Laws of Category Design: Name & Claim Your Niche, Share Your POV, And Move The World From Where It Is To Somewhere Different  **NEW!** The B2B Tech Marketer’s Guide To Category Design: How To Engineer Your Market, Find What Makes You Different, And Become A Category Queen We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram, and subscribe on iTunes!
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Feb 17, 2025 • 59min

392 All Business Is Personal: Why Relationship Capital Is The Most Underestimated Form Of Wealth | Category Pirates

Eddie Yoon, co-host of the Category Pirates podcast and an expert in business strategy, joins the discussion on the significance of Relationship Capital. He explains how success is not merely about strategy and skills but deeply rooted in personal connections. Yoon argues that true wealth is built through trust and loyalty, asserting that businesses thrive on shared purpose and collaboration. Listeners discover how investing in relationships can lead to unbreakable bonds and long-term success, transforming the way we view personal and business interactions.
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Feb 10, 2025 • 1h 27min

391 Solving Climate Change with Capitalism: How Andrew Gilmour Is Unlocking Trillions in Carbon Markets

On this episode of Christopher Lochhead: Follow Your Different, Andrew Gilmour, a visionary entrepreneur, discussed how capital markets can transform the way we approach environmental sustainability. The global carbon market is a trillion-dollar opportunity waiting to be realized, yet it remains inefficient and fragmented. By leveraging financial innovation, Andrew Gilmour believes we can create scalable, investable assets that will not only fight climate change but also generate wealth for developing nations. His insights shed light on the current barriers, the revolutionary potential of financial instruments, and why bold action is necessary to disrupt the status quo. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go. Andrew Gilmour on the Broken State of Carbon Markets Carbon credits were originally designed as a solution to global emissions, allowing companies and governments to offset their carbon footprint by investing in environmental preservation. However, as Gilmour explains, the current system is deeply flawed. The voluntary carbon market, which should be a powerful tool for change, is dramatically undersized. In 2024, it only accounted for about $3 billion in trade volume, a minuscule amount compared to the estimated $4-5 trillion in annual demand​. One key reason for this inefficiency is the absence of liquidity. Unlike traditional stocks or commodities, carbon credits are not structured as financial instruments that can be easily bought, sold, or held as assets. Many companies treat them as a charitable expense rather than a tradable commodity, further limiting the market’s potential. Andrew argues that to unlock real value, we must introduce market structures that allow investors to buy, hold, and even short carbon credits—just as they would with any other financial asset. A Capital Market’s Approach to Environmental Change Andrew Gilmour believes that the only way to make carbon markets work is to integrate them into the global financial system. By structuring carbon credits as assets with clear ownership, transparency, and liquidity, the market can become attractive to a wider range of investors. “The beauty of capital markets is that they harness enlightened self-interest. It’s not for the benevolence of the butcher, the baker, or the brewer that we owe our daily bread, but to their own self-interest.” — Andrew Gilmour​ His approach has already yielded groundbreaking results. In a deal with Bolivia, $5 billion worth of carbon assets were structured and made available for trade, equivalent to 11% of the country’s GDP​. This transaction not only helps reduce emissions but also creates an economic lifeline for developing nations. Through financial innovation, Andrew is proving that environmental sustainability and economic growth are not mutually exclusive. Andrew Gilmour on the Path Forward: Disrupting the Status Quo For decades, climate action has been largely dominated by NGOs and government initiatives. Although they are well-intentioned, these efforts have failed to create scalable solutions. Andrew argues that the key to meaningful change lies in disrupting the existing model and adopting a fully market-driven approach. His vision for the future includes turning forests, kelp beds, and other natural carbon sinks into structured financial assets. By leveraging AI, satellite data, and advanced trading mechanisms, he is building a platform that ensures transparency and accountability in carbon trading. This approach not only benefits the environment but also attracts investors who might not have previously considered sustainability as a viable financial opportunity. As the world moves toward a net-zero future, the need for innovative, market-based solutions has never been greater. Andrew Gilmour’s bold vision challenges conventional thinking, proving that financial markets have the power to drive environmental change at an unprecedented scale. To hear more from Andrew Gilmour and how to unlock trillions in the Carbon Markets, download and listen to this episode. Bio Andrew Gilmour is the Co-founder & CEO of Laconic, a pioneering company revolutionizing carbon markets through financial innovation. With a background in capital markets and data-driven solutions, he is transforming carbon credits into tradable assets, unlocking trillions in environmental investments. Under his leadership, Laconic utilizes AI, satellite data, and regulatory frameworks to bring trust, transparency, and liquidity to carbon trading. His groundbreaking work has already led to billion-dollar deals, proving that sustainability and profitability can coexist. A visionary entrepreneur, Andrew Gilmour is redefining how financial markets drive global climate action and economic growth. Links LinkedIn | Laconic Website We hope you enjoyed this episode of Christopher Lochhead: Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram, and subscribe on iTunes!
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Feb 3, 2025 • 42min

390 Design Your Future: How To Trade Fear For A Fulfilling Career | Category Pirates

Eddie Yoon, co-host of Category Pirates, explores how to break free from traditional career confines by leveraging personal capital: financial, reputation, creator, and relationship. He emphasizes transforming fear into ambition through resilience and self-empowerment. Yoon shares insights on navigating personal growth amid career changes, the emotional challenges of entrepreneurship, and the importance of collaboration over competition in the digital space. His anecdotes highlight the significance of creativity and purpose in crafting a fulfilling life on one’s own terms.

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