419 The Secret to Success In 2026 Is Hiding in Plain Sight (LinkedIn, Lenny & Noam Just Proved It) | Category Pirates

On this episode of Christopher Lochhead: Follow Your Different, we sail with the Category Pirates to unpack why career success in the coming years hinges on moving beyond using AI as just another productivity tool and embracing it as a co-founder and thought partner. The insights aren’t just for techies or founders, they are relevant for anyone who wants to future-proof their career and unlock uncommon leverage in a world being remade by generative AI. As we find ourselves deep in the rise of artificial intelligence, the ways people define their careers and generate value are evolving rapidly. This episode dives into two key research reports that uncover a powerful trend shaping the very foundation of work and entrepreneurship. 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.   LinkedIn and Lenny: Two Data Sets Signal a Seismic Shift Very recently, two independent research efforts converged on a striking insight. LinkedIn, with its enormous database tracking millions of real career moves, revealed the fastest-rising roles: founder, AI engineer, independent advisor, and AI strategist and consultant. The title “founder” alone is up 60 percent year-over-year and has nearly tripled since 2022. This isn’t just a startup wave; it’s a broad career escape pattern: a mass migration away from conventional jobs towards agency, creativity, and ownership. Meanwhile, the renowned Lenny Rachitsky, together with Noam Segal, surveyed 1750 tech workers who are already deep in the trenches of AI adoption. Their data not only reinforced the LinkedIn findings but made something even clearer. The workers getting the greatest value from AI weren’t simply using it to write faster emails or crank out code a bit quicker. Founders (those who saw themselves as owners) were extracting exponentially more value, driving higher ROI, more time savings, and better work quality by leveraging AI not just to improve execution, but to reimagine strategy and decision making.   Moving Beyond Tool: AI as Your Career’s Co-Founder What’s the real difference between the “founders” in these studies and many other professionals? It’s not intelligence or technical skill. It’s mindset and operational practice. Founders use AI as a co-founder rather than a generic tool. They treat their careers as if they are companies, and AI is their essential collaborator. While engineers, managers, and designers may use AI to automate tests, generate presentations, or speed up research, founders leverage AI for decision making, vision, and strategic moves. The approach goes even deeper. Top performers are building their own custom AIs, trained on their unique intellectual property: their notes, writing, frameworks, and research. This isn’t about using a public ChatGPT prompt or borrowing from generic knowledge bases. The new class of “creator capitalists” construct a persistent AI thought partner that challenges their assumptions, remembers everything they’ve produced, and becomes an always-on collaborator for new ideas, product invention, and critical thinking. At Category Pirates, for example, their internal “Lucy” AI has become the sharpest mind on their team: always ready to spark new value, and even surpassing the domain expertise of its human creators in key areas.   From Execution Labor to Creator Capitalists: The New Career Divide This transformation signals a far deeper change in the job market. The traditional divide of technical versus non-technical roles, or employed versus unemployed, is becoming less relevant. Instead, the real split now is between execution labor and creator capitalists. AI is driving the cost of accessing knowledge and automating rote tasks toward zero. Execution labor (those who focus on applying known inputs to familiar problems) can use AI to go faster but are still replaceable. In contrast, creator capitalists use AI to design new futures, develop judgment, and build intellectual capital that compounds over time. The LinkedIn and Lenny data make it clear: career value is migrating from mere knowledge and execution to originating new insight and value. The people outpacing the pack aren’t simply working harder or faster. They’ve redrawn the boundaries of their roles, shifted from employee to owner in mindset, and made AI their partner in creation, decision-making, and value extraction. The future belongs to those who build and train their own custom AIs, transforming themselves into categories of one, and compounding their expertise every single day. If you want to move from knowledge worker to creator capitalist, and from user to AI collaborator, the playbook is already available and the evidence is hiding in plain sight. The choice is yours: stick with generic tools and returns, or invent the future side by side with your own AI co-founder. If you want to hear more from the Founding Category Pirates themselves, download and listen to this episode.    Links Check out the latest Category Pirates posts and discussions about The Secret to Success in 2026!  Want to join in the conversation? Check out the Category Pirates newsletter and feel free to share your thoughts with the crowd!    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!  

On this episode of Christopher Lochhead: Follow Your Different, Israeli Deputy Minister of Foreign Affairs Sharren Haskel joins us to discuss the rapidly evolving regional dynamics, the impact of October 7th, and the broader implications for Western democracies facing the challenges posed by radical ideologies and political inaction. 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.   Sharren Haskel on the Rising Extremism and Western Political Paralysis Deputy Minister Haskel’s personal story and her reflections on recent attacks in places like Australia, the UK, and across Europe, reveal a growing concern about the unchecked rise of extremism and anti-Semitism in historically tolerant Western societies. Drawing on her years in Australia and the tragedy at Bondi Beach, Haskel expressed her deep shock and frustration over the persistent inaction by local governments in the face of escalating hate crimes against Jewish communities. According to Haskel, the roots of this problem go far beyond foreign policy. She attributes much of the inaction to internal politics and the pursuit of re-election, wherein politicians seek to appease immigrant communities that often arrive with deeply ingrained cultural prejudices, including anti-Semitism, from the Middle East. She criticized governments in Australia, Canada, and the UK for failing to enforce clear boundaries against hate speech and violent incitement. Instead, she argued, there has been a pattern of rhetorical condemnation without concrete protective measures, resulting in what she described as an environment where radicalization can flourish unchecked and Jewish communities are left vulnerable.   The October 7th Attack and Israel’s Existential Resolve The conversation turned to the profound impact of October 7th, 2025, an event described as the largest and most brutal attack on Jews since the Holocaust. Haskel recounted the collective mourning and soul-searching that swept Israel, as well as a wave of determination to prevent such atrocities from ever happening again. For Haskel and many Israelis, the attack was not only an unspeakable tragedy but also a moment of disappointment in their generation’s promise to uphold the creed of “never again.” Yet, from the aftermath of horror emerged a powerful sense of resolve. Lochhead remarked that Israel appeared stronger after the attack, not weaker. Haskel recounted how, rather than fleeing, tens of thousands of Israelis and Jews from around the world returned to the country to support its defense. She described this as a pivotal moment, a ‘make it or break it’ scenario in which Israel had to repel attacks from multiple fronts—Hamas, Hezbollah, and hostile forces backed by Iran from Syria, Iraq, and Yemen. The attacks were not only aimed at Jews but also targeted Christians, Muslims, and citizens from various nations, further underscoring the broader threat posed by radical groups.   Iran’s Uprising and the Global Stakes for Freedom As the Iranian regime confronted an unprecedented uprising (sparked by years of repression, economic hardship, and the regime’s violent response), international attention intensified. Haskel spoke of thousands of Iranians killed or missing, the regime shutting down the internet, and the desperate situation faced by protesters, many of whom were being shot or abducted in broad daylight. Despite threats from Tehran aimed at both Israel and the United States, the Israeli government has maintained a cautious but attentive stance, recognizing both the risks and opportunities presented by the unrest. For Haskel, the Iranian regime stands as the foremost threat to global freedom, having long exported terror and repression while suppressing its own people. She called for solidarity among all who value democracy, emphasizing that the fall of the regime would be a victory for human rights, women’s rights, and the pursuit of liberty everywhere. Despite the cautious approach taken by Israel and its allies, she noted that the most vital pressure must come from within Iran, recalling the historic example of the Shah, who fled under international but primarily popular pressure. The world now stands on the verge of profound change, as old certainties crumble and new alliances and realities emerge. Haskel’s message for Iran’s protesters was clear: though international support matters, lasting liberation rests on the courage and resilience of the Iranian people themselves. The lesson for the broader international community is that the defense of freedom requires vigilance, unity, and unflinching resolve, both against external enemies and the creeping dangers within democratic societies. As the fate of the Iranian uprising, and indeed the region, hangs in the balance, the stakes extend far beyond the Middle East. The choices made by leaders and citizens alike will shape the future not only of a region in turmoil but of the democratic world as a whole. To hear more from Sharren Haskel and the current state of affairs in the world, download and listen to this episode.    Bio Sharren Haskel is an Israeli politician serving as Deputy Minister of Foreign Affairs since 2024. She has been a member of the Knesset since 2015, initially with Likud, later joining New Hope and National Unity. A combat veteran of the IDF’s Border Police during the Second Intifada, she previously worked as a veterinary nurse in Australia. Haskel holds a degree in political science and international relations. Known for her liberal-conservative stance, she champions free markets, civil liberties, and environmental causes. She is a prominent advocate for Israel’s international relations and UNRWA reform.   Links Connect with Sharren Haskel 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, X (formerly Twitter), Instagram, and subscribe on Apple Podcast / Spotify!

On this episode of Christopher Lochhead: Follow Your Different, we sit down with business thinker Joe Pine, the legendary co-author of “The Experience Economy,” for an in-depth conversation about building a career around unique ideas. Joe Pine shares insights from his early days as a self-described nerd at IBM to his role in shaping the field of mass customization and ultimately designing a business that made him stand out as a category of one. The discussion moves fluidly from personal transformation to the sweeping changes he helped pioneer in business, and what it means to thrive as a creator capitalist in today’s rapidly changing world. 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.   Finding a Different Path: From Palo Alto to Publishing with Harvard Joe Pine’s journey began in Palo Alto during the era of the Arpanet, with technology in his blood and a passion for applied mathematics. Pine joined IBM in 1980, at its peak as arguably the most desirable company for ambitious technologists. Despite a technical start, he found himself increasingly drawn to management, strategy, and the world of business ideas. His trajectory changed dramatically when IBM sent him to MIT for a master’s in the management of technology. There, Pine encountered Stan Davis’s concept of “mass customization” and felt a lightning bolt of inspiration. Deciding to turn his MIT thesis into a book, Pine landed a contract with Harvard Business School Press. The credential of publishing with Harvard, he notes, was a powerful stamp of intellectual rigor. As he recalls, “Harvard puts its stamp on it, says this is intellectually rigorous. This is a good book. This ought to be out in the world, and we want to publish it.”   Joe Pine on Leaping from Employee to Icon, and Creating the Experience Economy With his first book in hand, Pine found himself at a crossroads. The culture at IBM was changing, and a timely severance package offered him a financial cushion to take a risk. Encouraged by thought leaders he admired, he struck out on his own. Initially, IBM remained his primary client, but Pine quickly built a reputation for leading-edge thinking and collaborating with other luminaries like Don Peppers and Jim Gilmore. The launch of “The Experience Economy” marked a turning point, not just for Pine, but for the business landscape itself. He didn’t merely spot a trend or invent a new buzzword; he named and framed a fundamental shift in the economy’s fabric. “We didn’t identify a fad, but a fundamental change in the fabric of the economy. And if it is a change in the economy, then it is always going to go like that, right? Until something surpasses it and it starts to go down as happened with commodities and goods and services.” The central idea that businesses must stage memorable experiences to remain relevant only grew more compelling over time, with Pine’s frameworks gaining more relevance as the digital age accelerated.   Transformation and Identity in the Age of AI As the episode moves to the present, Pine discusses how transformation, both personal and organizational, is ultimately about changing identity. He credits much of his own success to an ability to recognize patterns and develop frameworks to describe and prescribe changes in business. Pine’s recent work, including his Substack and newest book, explores not just customer experience but transformation itself, emphasizing that “all transformation is identity change.” The conversation turns to AI and the breaking waves of change it represents for businesses today, paralleling Pine’s earlier identification of evolving economic eras. He sees transformation as most successful when companies or individuals are willing to fundamentally shift who they are, not just what they do. “The identity issues there are paramount because who you think you are often stops you from being able to do these things because it would change who you are so much.” Joe Pine believes that in the new world shaped by AI, those who can shed old identities and truly reinvent themselves—much as he did when he left IBM—will be the ones to define the next era. The lesson for aspiring creator capitalists is clear: the greatest value comes not only from unique ideas but also from the courage to turn those ideas into new identities, new categories, and new realities. To hear more from Joe Pine and how he built a business with his Intellectual Capital, download and listen to this episode.    Bio Joe Pine is a renowned author, speaker, and management advisor best known as the co-author of The Experience Economy, a groundbreaking book that reshaped how businesses create value. His work introduced the concept that companies must orchestrate memorable experiences to remain competitive in an evolving marketplace. With deep expertise in innovation and customer experience design, Joe helps organizations around the world architect differentiated experiences that drive growth and loyalty. He has worked with leading global brands across industries from retail and hospitality to healthcare and technology. Joe is also a sought-after keynote speaker and co-founder of Strategic Horizons LLP. His insights continue to influence leaders seeking to transform the way they engage customers.   Links Connect with Joe Pine! LinkedIn | Strategic Horizons   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!

On this episode of Christopher Lochhead: Follow Your Different, Christopher yielded his host chair as he joined Tom Schwab in The Podcast Interview Marketing Show to discuss the rise of the Creator Capitalist. Through their dialogue, Christopher Lochhead and Tom Schwab explored why the foundational model of “knowledge work” is swiftly becoming obsolete in the age of artificial intelligence. More importantly, they charted a path forward for professionals and entrepreneurs seeking to not just survive but thrive by transitioning from knowledge workers to what Lochhead calls “creator capitalists.” This episode unpacked how AI is upending the value of existing knowledge, why declaring and differentiating your value matters more than ever, and how podcasts exemplify and enable the new rules for standing out in a commoditized world. 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.   AI and the Death of the Knowledge Worker A core theme throughout the conversation is Lochhead’s assertion that the traditional knowledge worker is now on an “already dead” trajectory. Echoing Peter Drucker’s concept from seventy years ago, Lochhead dissected the evolution of knowledge work: those who acquire valuable knowledge and are paid to apply it to achieve outcomes. For decades, professions like law, medicine, and accounting thrived on this value proposition. But as Lochhead put it, “AI makes the value of existing knowledge closer to zero every day, and it makes the ability to apply existing knowledge easier, cheaper, and closer to zero.” As machine learning and generative AI like ChatGPT and Claude can instantly synthesize and apply troves of information, merely applying knowledge is no longer a competitive edge. In Lochhead’s words, “If you rely solely on applying existing knowledge to get paid, you’re already behind the curve.” The world’s next wave of success stories won’t be those who can recite best practices or historical information; instead, it’ll be pioneers who create entirely new categories, products, and perspectives.   Declaring and Defending Your Value in a Commoditized Marketplace This paradigm shift has profound implications for how expertise and content are valued. Schwab and Lochhead explore the necessity, not just of creating new value, but of unmistakably declaring it to the market. Lochhead’s release of his book “Lightning Strike Marketing”—priced defiantly at $100—became a case in point. The rationale wasn’t greed, but a strategic effort to defend the book’s value and signal that it’s not merely recycled or commoditized information. Lochhead observed, “Unless you declare you are valuable, you will be devalued by AI.” The traditional model, where business books have hovered at the $25 mark for decades, fails to align pricing with the value delivered and only invites further commoditization. By staking out a bold price point, the book became a “lightning strike” in its own right. The move generated word of mouth, forced a choice for buyers, and ultimately achieved bestseller status on Amazon for global marketing books. At the heart, the message is clear: creators who want to lead must not only generate differentiated intellectual property but stand firm against the eroding forces of commoditization. “Better invites a comparison; different forces a choice,” Lochhead added, marking the essential blueprint for becoming a category of one.   Podcasts and Category Design: The New Playground for Net New Value A recurring motif, interwoven through both Christopher Lochhead’s and Tom Schwab’s journeys, is the unique power of podcasts as both a proving ground for new ideas and a channel for building “relationship and reputation capital.” In contrast to AI-generated summaries or formulaic blog posts, podcasts uniquely foster authentic, serendipitous dialogue between real human beings. “Podcasting is the only medium left for authentic dialogue,” said Lochhead, outlining how the intimacy and depth of podcasts allow guests and hosts to move past talking points and actually “jam” with ideas—testing, shaping, and evangelizing bold, new categories of thought. This aligns perfectly with the creator capitalist mindset: “The best podcast guests aren’t repeating what the market already knows. They’re creating net new value.” Podcasting democratizes idea distribution. With lower barriers to entry, anyone, regardless of formal credentials, can articulate a vision for the future, test it in real time, and claim a position before the mainstream even knows a new category exists. For entrepreneurs, creators, and executives, podcast interviews have become a laboratory and a loudspeaker for the non-obvious, the different, and the valuable. To hear more of the exchange between Tom Schwab and Christopher Lochhead, download and listen to this episode.    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!

Christopher Lochhead, the renowned “Godfather of Category Design,” recently took the stage at the Constellations Connected Enterprise 2025 conference and delivered a blistering wake-up call to every business leader, entrepreneur, and innovator hoping to surf the current wave of AI disruption. Far from celebrating the AI gold rush, Lochhead warned that almost everyone is about to repeat the same mistakes of the past, chasing after existing markets, adding AI features like “copilots” or assistants, and calling it innovation. Drawing from his decades of expertise and path-breaking research, He then laid out a blueprint for actually leveraging AI for exponential value: it’s about category design, not incremental improvement. Here are three powerful takeaways from his masterclass that every forward-thinking leader needs to know. 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.   Chasing “Better” Dooms You to Mediocrity Lochhead’s central thesis is as provocative as it is true: companies that use AI to make existing products just a little better are doomed to fail. He calls this the “existing market trap.” Instead of designing the future, most businesses simply bolt AI onto their old offerings, thinking it will make them competitive. But “if your strategy involves simply bolting on an AI assistant or copilot, you’re making a pussy move and you’re fucked.” Lochhead points out that companies making this mistake are chasing a market that’s already been designed by someone else. And in those markets, 76% of all the value goes to the category king (think OpenAI with ChatGPT). The rest fight for scraps, regardless of whether their AI copilot is a little nicer, faster, or more user-friendly.   Winning is About Creating the New, Not Improving the Old The path to massive value in the AI era lies in doing what legends like Sam Altman, Jensen Huang, and Steve Jobs did: creating entirely new categories that didn’t exist before. Lochhead illustrates this with both tech giants and quirky startups. He jokes about how Liquid Death became a force in the water business not by making better bottled water, but by launching “canned water”; an entirely new way to experience an old product with legendary branding and a distinct point of view. The same lesson holds for technology: “Different wins, better loses.” Lochhead encourages companies to listen to the language they use; calling your new AI product an “assistant” or “copilot” puts it in the sidecar, not the driver’s seat. In contrast, declaring your invention as a new category not only reframes the problem, but magnetizes the future (as when OpenAI refused to call its core product a database, instead introducing the “large language model”).   The Courage to Create: Why Category Design Demands Boldness Lochhead doesn’t sugarcoat the difficulty of this path. Category design requires courage: “Grow a set of balls,” he tells the audience when asked how to nurture a creator’s mindset. This isn’t reckless advice; it’s a recognition that in an AI-powered economy, the value of existing knowledge is collapsing toward zero. The knowledge worker, as Peter Drucker defined it, is being replaced by the knowledge contained within AI itself. The only safe (and rewarding) place is at the edge, inventing net new knowledge and value. In other words, creating the future instead of merely extending the present. Lochhead challenges all of us: “Do you really want to spend the last however many years of your career making the status quo incrementally better? Or do you want to spend whatever’s left of your work life making a massive material difference?” To hear the full episode from the man himself, download and listen to this episode.    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!

In this episode of Christopher Lochhead: Follow Your Different, we are treated to a rare dialogue with John Donovan, renowned technology executive and board member, whose career has spanned transformative eras at AT&T and who continues to shape the strategies of some of the world’s biggest companies. This conversation moves from leadership lessons around innovation and timing, through the current AI revolution and its economic implications, to personal reinvention in the face of relentless technological change. 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.   Leading through Technology and Perfect Timing John Donovan shares candid insights about what it truly takes to lead technology for corporations at massive scale. He highlights that while choosing the right technology is challenging, selecting the right time to invest and deploy is even more crucial. Drawing from his stewardship of AT&T during pivotal events, including the company’s exclusive deal with Apple for the first iPhone, Donovan explains the delicate balance between being too early, which leads to overspending, and being too late, which risks losing market leadership. He stresses the necessity of a structured process and assembling trusted teams to ensure efficient and impactful execution. This approach, he maintains, applies as much to revolutionary events of the past like the smartphone era as it does to today’s accelerating world of artificial intelligence.   The New Industrial Revolution: AI’s Economic and Organizational Impact A major theme of the conversation revolves around the unprecedented buildout of infrastructure and investment occurring in AI. Donovan sees AI as the dawn of a new industrial age: one that, for the first time, is manufacturing intelligence itself. He explains that the billions being spent on infrastructure, real estate, and hardware underpin a transformation with no real historical precedent. With AI attributed to fueling a significant portion of current GDP growth, Donovan believes that while the hype is justified, it’s still early days. Like the early years of the iPhone, when supporting infrastructure lagged behind exponential demand, today’s rapid investment in AI is setting the groundwork for productivity and business model innovation across industries. The conversation touches on how traditional organizational roles and entire sectors are preparing for disruption; category leaders are poised to emerge quickly, and those companies that cannot adapt may not survive.   Reinventing Leadership and the Rise of the Creator Capitalist Donovan offers a personal take on how the pace of change is shifting what it takes to be a successful executive. He predicts that in the near future, the average age of top industry CEOs will drop significantly, as the new environment favors younger leaders who are native to emerging technologies. Experience, he suggests, is being surpassed in value by competency and the capacity to continually self-educate and reinvent oneself. Expanding on the evolution of work itself, Donovan aligns with Christopher’s view that we are moving beyond the traditional “knowledge worker” into an era where net new knowledge creation and leveraging AI to build new value will define career success. This creator-driven approach requires not just technical skill, but also imagination and the courage to challenge existing processes. As AI increasingly automates repetitive and procedural tasks, human creativity in integrating and orchestrating these new tools will become the key differentiator across all fields. To hear more from John Donovan and the man who launched the iPhone, download and listen to this episode.    Bio Retired Chief Executive Officer of AT&T Communications, LLC, a wholly-owned subsidiary of AT&T Inc. John Donovan served as CEO from August 2017 until his retirement in October 2019. He was Chief Strategy Officer and Group President of AT&T Technology and Operations from January 2012 through August 2017, and Chief Technology Officer of AT&T Inc. from April 2008 through January 2012. He has served on the board of directors of Palo Alto Networks, Inc. since 2012 and was a member of the President’s National Security Telecommunications Advisory Committee from 2019 to 2023.   Link Follow John Donovan! LinkedIn  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!

If you’ve ever wondered why so many high school graduates seem ill-prepared for life in the real world, you aren’t alone. On this episode of Christopher Lochhead: Follow Your Different, we have a powerful conversation with education innovator Ted Dintersmith where the broken state of America’s education system is laid bare, and a refreshingly practical vision for the future is explored. The discussion, centered on Ted’s new documentary “Multiple Choice,” makes a compelling case for reimagining high schools as launchpads for life, not just college admissions. As Ted puts it, “Imagine if the purpose of school were to prepare kids for life instead of standardized tests.” It’s a simple idea with revolutionary implications. 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.   Ted Dintersmith on the Cost of Standardization In today’s high-pressure academic environment, schools have become laser-focused on standardized testing and college prep at the expense of real-world readiness. Ted Dintersmith is unflinching in his critique: “You hold people accountable to test scores. What are they going to do? They’re going to do test prep. And I think it’s damaging the futures of millions and millions of kids.” The impact is startling. Curiosity, creativity, and a sense of purpose are “crushed”, replaced by a relentless treadmill of test drills and application padding. What’s more, society has paradoxically managed to “make people less capable at older and older ages.” Where previous generations might have been working, serving in the military, or starting their own ventures in their teens, many of today’s young adults struggle to launch. The root, according to Ted , is a model of schooling stuck in the late 19th century, one designed for a world of rote tasks, not the dynamic, creative economy of today. “We’ve gone from 99% of the jobs being ‘here’s your assignment, do it’ jobs to basically close to 0%. Now we need people to create and invent their path forward,” Ted explains. But our schools, he laments, “put that into a meat grinder” that discourages independent thought and problem-solving.   Winchester’s Innovation Center: Real-World Learning for Every Student Perhaps the most hopeful moment in the conversation is Ted Dintersmith’s description of the Innovation Center in Winchester, Virginia: a school that’s rewriting the rules. There, every student, regardless of their academic track, participates in hands-on, career-oriented learning. From carpentry and welding to health care and artificial intelligence, the center offers a real taste of practical skills and modern technologies. What sets Winchester apart is that this isn’t a program for a select few. “Every kid is spending healthy amounts of their high school time in there, in the Innovation Center,” Ted shares, highlighting how this all-in approach bridges the gap between vocational and academic pathways. Importantly, college-bound students benefit, developing resilient, adaptable skills alongside their career-focused peers. “If a kid was at a school and they optionally took welding instead of AP chemistry, an elite college would turn them down… But here, because that’s what all the kids do, they say, ‘Oh, well, they kind of had to do it. I can’t really ding them for that,’” – Ted Dintersmith The results are telling. Students who might have once been written off as “suboptimal” are thriving. College applicants stand out with compelling stories of real achievement. And, perhaps most importantly, the community is united in supporting all students, regardless of their background or political leanings. “The school sends a message to the community that we respect all paths, and the community comes together irrespective of where they are in a very broken country, politically. Those political views don’t matter. It’s like, how can we work with a shared aspirational goal?” Ted says.   Future-Proofing a Generation The stakes could hardly be higher. As artificial intelligence and automation transform the future of work, the old formula of “do well on tests, graduate, get a degree, and find a job” no longer guarantees success, or even employability. Ted recounts his experiences teaching at top colleges: “Every year, I ask, ‘How many of you right now are good at something that you could support yourself with financially and would enjoy doing?’ Out of one hundred, it’s generally three or four.” The rest, he points out, are left floundering after more than a decade of schooling. So what’s the solution? Ted offers a clear model: “If we stopped making high school all about college prep and started making high school about life prep, it’s better for kids no matter what choice they make in their life going forward.” The documentary “Multiple Choice” lays out actionable steps any district can take, beginning with asking local employers what skills are needed and building those into the curriculum. He cites innovative policies in states like Indiana, which now requires 100 hours of career-based learning for every high school graduate, as well as Wyoming’s push to “turn things upside down” in favor of hands-on experience. To hear more from Ted Dintersmith and his ideas on how to Future-Proof the next generation, download and listen to this episode.    Bio About Ted   Links Connect with Ted Dintersmith today! Website | What School Could Be | LinkedIn   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!

On this episode of Christopher Lochhead: Follow Your Different, we sit down with Captain Benaya Cherlow, an Israeli-American army officer, strategist, and veteran of both Gaza and Lebanon. In the aftermath of October 7th, when the world witnessed astounding levels of violence and heartbreak, conversations about the Israeli-Palestinian conflict have often focused on the political, religious, and strategic dimensions. Yet, beneath the headlines are deeply personal stories of loss, identity, and the moral quandaries faced by those on the frontlines. This dialogue traverses the emotional aftermath of tragedy, the complexities of identity in a region at war, and the indelible lessons learned amid chaos, with the hope of peace as a guiding light. 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.   Bearing Witness to Evil and Wrestling with Identity Christopher opens the conversation by acknowledging his own pain in the wake of October 7th, having lost close friends to acts of violence and identifying deeply with the Jewish community through family and lifelong friendships. This sense of shared heartbreak becomes the backdrop for his discussion with Captain Cherlow, a man whose background embodies the intersection of cultures and conflict. Born to a Lebanese-Jewish mother from Beirut and an American father, himself descended from Holocaust survivors and World War II veterans, Captain Cherlow describes his upbringing as a “crisis of identity.” Fluent in Hebrew, Arabic, and English, he straddles the worlds of his ancestors, fighting on behalf of one homeland in the land of the other. The experience of entering Lebanese villages as an IDF officer—aware of his maternal roots and hearing echoes of his family history everywhere—is a stark reminder of how personal the region’s turbulence becomes for those with ties on both sides. Captain Cherlow’s ability to speak Arabic and understand the culture gave him insights into the threats posed by Hezbollah, but also led to moments of profound irony and unexpected kindness even in the midst of war.   Moral Decisions on the Battlefield and the Human Cost of War The conversation takes a raw turn as Captain Cherlow recounts experiences from the frontlines in Gaza. With the war dragging on, he describes the sheer exhaustion experienced by Israeli soldiers and citizens alike, each hoping for peace but aware of the tenuousness of any truce. It is in recounting a harrowing night, when he was faced with choosing between saving fellow soldiers or responding to a possible hostage situation, that the moral complexity of war is laid bare. Cherlow refuses to divulge the decision he ultimately made, insisting instead that listeners sit with the impossible pressure of those few seconds, a pressure for which neither military training nor life experience truly prepares anyone. The story of using a hospital as a base of operations, only to discover women and children being used as human shields by Hamas combatants, adds another layer to the moral maze soldiers must navigate. Christopher and Captain Cherlow both focus on the humanity amidst chaos; whether that is in giving snacks to Gazan children or improvising medical care for wounded comrades. Through all this, Cherlow reflects on the importance of conveying these complexities to decision-makers in Congress. The reality of urban warfare, he emphasizes, is not the relentless heroics dramatized on television; it is long stretches of hunger, confusion, and impossible choices, punctuated by moments of both tragedy and grace.   On the Precipice of Peace, and the Weight of History A theme running through the episode is the flickering hope for a different future. For what may be the first time, a coalition led by the United States and Israel has assembled nearly all the major Arab and Muslim nations, from Saudi Arabia to Indonesia, behind a peace proposal, leaving Hamas more isolated than ever before. Both speakers acknowledge the historical significance of this moment, yet maintain a hard-earned skepticism from decades of shattered peace deals. Captain Cherlow draws on his wide experience: working in Congress as a policy advisor and returning repeatedly to the battlefield, to underscore how quickly the tides can shift in the region. He describes the extraordinary sense of unity and responsibility that animates Israeli reservists, many of whom are fathers and older professionals, all volunteering not just out of patriotic duty, but out of fierce dedication to their families and communities. This sense of unity, he suggests, has been both a shield and a source of meaning amidst trauma. To hear more from Captain Cherlow and the current status on the ground and what happens behind the scenes, download and listen to this episode.    Bio Benaya Cherlow is a Captain in the Israel Defense Forces (IDF), having served in the Armored Corps and leading over 150 troops. He was called back into reserve duty following the October 7 escalation, and saw active service in both Gaza and along the northern border confronting Hezbollah. Born in Jerusalem to an American father and Lebanese mother, Cherlow holds dual cultural insight. After completing his regular service, he pursued studies in decision-making strategy and diplomacy at Reichman University. Beyond the battlefield, he now works to bridge divides through public engagement and policy dialogue. He has organized delegations to Capitol Hill and engages U.S. lawmakers to offer firsthand insight into complex Middle East realities.   Links Learn more about Benaya Cherlow LinkedIn   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!

The business world rewards those bold enough to bet on seismic shifts; those who don’t just ride the wave, but fundamentally reshape the tide. In a fascinating conversation with Tien Tzuo, legendary founder of Zoura, we get a rare look into category design, entrepreneurial persistence, and the mindset required to rewire an entire industry, as Tzuo did for the subscription economy. As technology continues to accelerate, with AI now setting the stage for yet another major leap, this dialogue holds powerful lessons for anyone seeking to lead, not follow. 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.   Building Enduring Category Leaders: Evangelism and Timing Legendary startups aren’t created by chance. As Tien Tzuo describes, successful category creation starts with seeing a shift others overlook, then boldly evangelizing that vision. “Part of the category is to say, okay, there’s a shift that’s happening with this new technology. It’s a significant, meaningful, profound shift.” – Tien Tzuo Tien Tzuo’s journey with Zoura began well before “subscription” was a buzzword; when Netflix mailed DVDs and Wall Street scoffed at recurring revenue. He and his team endured blank stares and skepticism, proving that timing, storytelling, and the relentless ability to communicate the new reality separates mere participants from true category leaders.   The Relentless Power of Story and Persistence Distilling complex ideas into a market-moving narrative is as important as technical innovation. Tzuo credits much of Zoura’s momentum to persistent storytelling: on stage, in books, and across every communication platform available. “What I saw was good storytellers…talk about a big, big trend that’s happening all around us…the market, the world.” Writing a book, he admits, was hard but necessary. “The only person that can tell your company story is you. Right, because it’s your idea, it’s your vision.” For founders, being ignored or doubted isn’t a sign to pivot away; it’s a signal to refine and hammer home the message until the world is ready to hear it.   Tien Tzuo’s Advice for Category Creators in the AI Era Today, the pace of change is faster than ever. Yet the recipe for winning new categories remains strikingly consistent. Tzuo counsels entrepreneurs to begin with their unique insight into a megatrend, not with the category label itself: “Don’t start with a category. Start with…what gives you a right to exist?” – Tien Tzuo The logic applies in AI as much as SaaS: massive investments will be lost by those chasing what’s already established, while the next category-defining companies will stay close to their customers, listen relentlessly, and focus on the transformation they alone can catalyze. As Tzuo puts it, “With every new technology shift, there’s an opportunity to displace an incumbent.;” if you have the courage to shape, not just surf, the future. To hear more from Tien Tzuo on the art of Category Making, download and listen to this episode.    Bio ChatGPT said: Tien Tzuo, acclaimed author of Founders, Keepers, is a visionary entrepreneur and respected thought leader in the subscription economy. Best known as the founder and CEO of Zuora, he has helped redefine how companies build recurring revenue models, drawing on decades of experience at the forefront of technology and innovation. In Founders, Keepers, Tien shares powerful insights on leadership, culture, and the enduring commitment required to build companies that last. His writing blends practical guidance with stories from his own journey scaling global businesses. A sought-after speaker and mentor, Tien inspires founders to stay true to their mission while adapting to change, fostering organizations that thrive for generations.   Links Connect with Tien Tzuo! Zuora Website | LinkedIn | Medium   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!  

When it comes to startup success, few voices are as insightful as Rich Hagberg and Tien Tzuo. On this episode of “Christopher Lochhead: Follow Your Different,” these two innovators unveiled the complex tapestry of traits, behaviors, and pitfalls that define great founders. With decades of psychological research and hands-on experience in the tech ecosystem, they’ve distilled their findings in their new book, Founders, Keepers: Why Founders Are Built to Fail and What It Takes to Succeed. This lively, honest conversation goes far beyond the usual business platitudes, aiming to equip listeners, whether aspiring entrepreneurs, seasoned founders, or investors, with tools for self-awareness, adaptability, and ultimately, building companies that last. 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 Double-Edged Sword of Founders: Why Strengths Can Be Weaknesses One of the core insights that Hagberg and Tzuo bring forward is the “double-edged sword” nature of founder psychology. Successful founders often possess massive vision and creative drive, seeing the future before others do and inspiring teams with almost evangelical zeal. Yet, these very strengths can morph into ticking time bombs as companies grow. Founders are frequently high in vision but far less gifted in execution or relationship building. Hagberg’s decades of data, including 50+ measured personality elements and 46 leadership competencies, reveal consistent patterns: founders often struggle to manage and scale companies beyond their own shadow. As Hagberg observes, those strong on visionary skills can be “allergic to structure,” resisting the very systems and processes that enable growth and stability. Tien Tzuo, drawing on his own journey as a founder, recounts the moment when his company started unraveling as it outgrew his initial hands-on approach. The culture suffered, teams fragmented, and productivity declined. Only by honestly confronting his own leadership shortcomings and seeking help from coaches like Hagberg, was he able to pivot and build an organization beyond himself. The lesson is clear: self-awareness is not optional; it’s the foundation for sustainable success.   The Critical Role of Self-Awareness, Adaptability, and “Recovering Founders” Delving deeper, Lochhead, Hagberg, and Tzuo discuss a trait that repeatedly separates successful founders from those destined to “blow up”: brutal, reflective self-awareness. Hagberg’s research shows that founders who actively seek feedback, reflect on both successes and failures, and are open to learning are dramatically more successful than their peers. It’s not just about innate curiosity; it’s about the willingness to recognize weakness, hire complementary strengths, and genuinely adapt as the organization matures. This journey often requires what the guests jokingly call becoming a “recovering founder,” someone who learns the hard way that vision alone won’t scale an enterprise. The most successful founders are those who create adaptable organizations, listen keenly to advisors and employees, and deliberately build processes for collective decision-making. They reserve their opinions in meetings, choosing instead to solicit diverse viewpoints before weighing in; a counterintuitive move that leads to more honest conversations and smarter strategy. The inability to adapt, on the other hand, is lethal. Data from Hagberg’s cohorts shows that unsuccessful founders are consistently more egotistical and stubborn, craving to be right over being successful and cultivating environments where disagreement is stifled. This leads to what Hagberg terms “sunflower bias”; teams that simply turn to follow the founder, rather than challenging assumptions or uncovering blind spots.   Building Teams, Accountability, and the Myth of the Asshole Genius Rich and Tien are passionate about debunking the myth that great founders succeed by being abrasive, arrogant, or ruthlessly self-serving. Media coverage of figures like Jobs or Musk often focuses on tempestuous behavior, but Hagberg’s research tells a different story: the truly successful founders are team builders, not lone wolves. They recognize that the success of their companies will ultimately ride on their ability to work through others, to coach and empower executives who compensate for their own gaps. This doesn’t mean abdication; delegation must be paired with ongoing accountability and support. Effective founders, they argue, are clear about their standards but also present to lend a hand or coach when their teams hit roadblocks. This blend of challenge and support builds resilient organizations freed from the chaos that can follow a purely top-down leadership style. To hear more from Rich Hagberg and Tien Tzuo about Founders and how one can avoid the pitfalls of Entrepreneurship, download and listen to this episode.   Bio Rich Hagberg Rich Hagberg is the co-author of Founders, Keepers, a compelling exploration of leadership, resilience, and the inner journey of entrepreneurship. With decades of experience guiding executives and innovators, he blends practical wisdom with deep psychological insight to help founders navigate the personal and professional challenges of building lasting companies. As a trusted advisor and coach, Rich has worked with leaders across industries, shaping cultures that foster growth, creativity, and authentic connection. His unique approach integrates business strategy with mindfulness and self-awareness, empowering individuals to lead with clarity and purpose. Through his writing and speaking, Rich inspires entrepreneurs to align vision with values. Founders, Keepers distills these lessons into an engaging narrative, offering guidance for those who seek not only to create successful ventures but to sustain their own well-being and integrity. Tien Tzuo Tien Tzuo, acclaimed co-author of Founders, Keepers, is a visionary entrepreneur and respected thought leader in the subscription economy. Best known as the founder and CEO of Zuora, he has helped redefine how companies build recurring revenue models, drawing on decades of experience at the forefront of technology and innovation. In Founders, Keepers, Tien shares powerful insights on leadership, culture, and the enduring commitment required to build companies that last. His writing blends practical guidance with stories from his own journey scaling global businesses. A sought-after speaker and mentor, Tien inspires founders to stay true to their mission while adapting to change, fostering organizations that thrive for generations.   Links Connect with Rich Hagberg & Tien Tzuo! Rich Hagberg Hagberg Consulting Website | LinkedIn | Medium Tien Tzuo Zuora Website | LinkedIn | Medium Check out Founders, Keepers on Amazon Books!    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!