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Expert Intelligence with Paul Estes: Daily Summaries Delivered
by Paul Estes
The future is here, just not equally distributed. Join best-selling author and seasoned business leader Paul Estes in ”Expert Intelligence,” a bi-weekly podcast that focuses on the human-centric, AI-enabled approach to work, shedding light on key trends like the freelance revolution, the rise of generative AI and the changing dynamics of the workplace. With over 20 years of leadership experience at giants like Microsoft, Dell, Amazon, and numerous venture-based startups, Paul brings a wealth of knowledge and a unique perspective. Whether you’re a business leader seeking guidance in this new era or an employee looking for inspiration and insights to navigate complex changes, this podcast is your go-to resource. Paul and his guests offer practical advice and thoughtful analysis to help you understand and adapt to these shifts, ensuring a healthy and productive journey in your professional life.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 3 days ago29 min
“If AI Slows You Down, You’re Using It Right” — with Stephen Klein
Stephen Klein, founder of Curiouser AI and a Berkeley lecturer, was one of the earliest voices calling out what he memorably termed "hype as a service,” the marketing machine promising that AI would replace us all. In this sharp, contrarian conversation, Stephen explains why the AI job apocalypse is being "quietly canceled," why 95% of enterprise AI pilots have failed, and why the CFO has finally shown up to ask the questions that matter. Along the way, he reframes AI not as a magic productivity engine but as a trade, one where the thing we risk giving up is our own ability to think. From the commoditization of large language models to the myth of a solo founder who built a $10M company alone, Stephen makes an optimistic case for what becomes scarce and valuable in the AI era. If you've ever felt "left behind" by AI or wondered whether the tools are actually helping you, this episode is a refreshing dose of clarity. As Stephen puts it, the future of work is still human, and the companies winning right now aren't smarter; they're just early. You'll Learn: Why AI was designed to perform tasks and be liked, not to help you think better, and what a tool built for curiosity looks like instead Stephen's counterintuitive rule of thumb: if AI is slowing you down, you're probably using it right Why large language models have become "the most expensive commodities in history,” and what that means for cost, competition, and open-source models The truth behind the viral "solo founder" success stories and the "outlier problem" that makes everyone feel left behind How companies are quietly rehiring after over-aggressive AI-driven layoffs, and why they're hiding it Why creativity, judgment, trust, and imagination become your real competitive advantages in a world of commoditized intelligence What Stephen would tell his own kids (and yours) about thriving in an increasingly entrepreneurial economy Resources from this episode: “Mira Murati's Design” — guest post by Stephen Klein on Substack Stephen Klein’s Substack Subscribe to the Expert Intelligence podcast so you don't miss future conversations with the leaders and thinkers shaping how we work, create, and lead in the age of AI. Each episode brings you practical insight to navigate our rapidly changing world. Producer: David Grabowski Theme Music: Aleksey Chistilin
- May 20, 202643 min
AI Won’t Replace Teachers | with Charlotte Davies and Edward Vitalis
Charlotte Davies has been a copywriter her whole life. She wrote through a cancer diagnosis alone in a Thai hospital. She wrote student newspapers as a kid. Writing is who she is. So when people started asking her whether AI was going to take her job, it didn't feel like a career question. It felt like an existential one. In this conversation, recorded live with Edward Vitalis, CEO of Invictus Education Trust, Charlotte and Paul Estes go somewhere most AI conversations don't: what it actually feels like to be human in a world that's changing faster than we can process. It's a conversation about what we risk losing if we're not paying attention, in our schools, in our families, and in ourselves. Paul shares why he's banned algorithmic content in his house (yes, including YouTube), Charlotte unpacks the unsettling idea that AI might be shrinking our world rather than expanding it, and Edward pushes both guests on what leaders and educators should actually do about it. You'll Learn: How Charlotte's cancer diagnosis in Thailand shaped everything she believes about human connection and creativity The difference between using AI as a crutch versus using it as a catalyst, and why it matters more than most people think What Paul means by "algorithmically infected" and why it's damaging friendships and family relationships How the internet expanded the world, why AI has the potential to shrink it, and what to do about it How AI's default settings (agreeable, symmetrical, smooth) are training us to accept a version of the world that isn't real Paul's household rules around technology and the crucial distinction between consuming content and creating it What leaders and educators should prioritize right now to build a genuinely human-first culture Subscribe to Expert Intelligence so you don't miss future conversations with the innovators, operators, and thinkers shaping the future of work and technology. Producer: David Grabowski | Theme Music: Aleksey Chistilin
- Apr 21, 202627 min
The Job That Looks Perfect … but Feels Empty — with Ozlem Brooke Erol
Career coach and author Ozlem Brooke Erol spent years chasing the formula: good grades, impressive company name, solid title, only to feel completely hollow inside. In this candid conversation with Paul Estes, Brooke traces the history of work itself and makes the case that the systems are failing us, not the other way around. Her new book, You're More Than a Paycheck, is part permission slip, part workbook. If you've ever woken up Sunday night with dread already setting in, this episode is for you. You'll Learn: Why the 9-to-5 was a historical experiment, not a permanent design for human flourishing, and what that means for your career today The framework Brooke uses with clients to escape the either/or trap of financial necessity vs. meaningful work How to walk the four paths to purpose, including the first steps anyone can take today Why reflection is the most underused career tool, and the simple practices that make it accessible (even if sitting with discomfort feels impossible) How limiting beliefs are inherited, invisible, and nearly impossible to spot without an outside perspective What the Three Masons parable reveals about finding meaning in any job, even one you didn't choose The one piece of advice Brooke would give her 25-year-old self about self-doubt (and why it applies to anyone at any career stage) Subscribe to Expert Intelligence so you don't miss future conversations with the innovators, operators, and thinkers shaping the future of work and technology. Producer: David Grabowski | Theme Music: Aleksey Chistilin
- Mar 17, 202627 min
The Skills AI Cannot Touch (And How to Build Them) — with Vi Wickam
Think about the last time you saw a company's marketing and actually felt something more than mild interest. Chances are you're struggling to come up with one. And that's not an accident. Vi Wickam has spent 30 years in digital marketing, helping companies fix this mistake. His premise is simple and kind of uncomfortable: honest marketing always wins, most companies aren't doing it, and AI is about to make the gap between the two a whole lot wider. But this conversation goes deeper than marketing. Vi and Paul get into something most people don't want to sit with: your creative thinking might be slowly dying. You probably haven't noticed because your social media feed has been doing your thinking for you. Just one example from the episode: Paul Simon didn't stay creative by consuming more of the same thing. He listened to different music. That’s it. And if that sounds too simple to matter, that's exactly the problem. You'll Learn: Why most companies don't actually have a brand, and the uncomfortable truth about what's missing The “10-80-10” framework for working with AI without letting it take over the parts that actually require a human How to uncover what your company genuinely stands for before you build a single word of marketing around it Why your one-star and three-star reviews are worth more than every five-star review combined The real reason your creative thinking has stalled (hint: it's not a lack of talent) What skills will still matter when AI has absorbed everything it can, and how to start building them now Why brand consistency isn't a marketing problem, it's a truth problem (and how to close that gap for good) Subscribe to Expert Intelligence so you don't miss future conversations with the innovators, operators, and thinkers shaping the future of work and technology. Producer: David Grabowski | Theme Music: Aleksey Chistilin
- Jan 13, 202631 min
Connecting Mission to Action When AI Changes Everything with Diana Wu David
I spent an hour with Diana Wu David, a top 10 global futurist who advises Fortune 500s on what's next. She told me 95% of workers see value in using AI, but they don't trust their companies to ensure positive outcomes for them. So people automate parts of their job in secret. They become what Diana calls "secret cyborgs." We've created an environment where being more productive is something you have to hide. And the organizations that are actually succeeding with AI aren’t the ones with the biggest budgets, they're the ones doing "job crafting"—redesigning work in partnership with employees, not imposing AI from above. Diana also dropped a brutal insight on how AI gets adopted (poorly) at scale, why AI is making everyone busier, and the one skill your kids actually need in the AI age. What You'll Learn: What the AI trust crisis is costing organizations The three-year AI revolution: why this technology is integrating 3x faster than any general-purpose technology in history, and why most companies aren't ready Job crafting vs. job cutting: the specific approach companies that succeed with AI are taking (and why AI-native startups have it easiest) What the "capability absorption gap" means for your career The productivity paradox: why AI made your time more valuable, which made you busier than ever How the role of the middle manager has fundamentally shifted The one skill to teach your kids that schools won't Subscribe to the Expert Intelligence podcast so you don't miss future conversations with leaders at the forefront of technological transformation. Each episode brings you practical insights to navigate our rapidly evolving digital landscape.
- Dec 2, 202538 min
Stop Generating, Start Thinking with Kevin Henrikson
Kevin Henrikson has built and sold companies for hundreds of millions, scaled teams at Microsoft and Instacart, and now runs an AI healthcare startup—and he called complete bullshit on the productivity myth we've all been sold. The most unmovable meeting on his calendar? 8 PM: GO TO SLEEP. When people want late meetings, he says no. When he travels, his admin moves the sleep block. In his 20s, he was the "code until 2 AM" guy. Now? He protects his ability to think like his business depends on it. Because it does. But the biggest insight that stuck with me: "If you got in a car accident tomorrow and had to be out for three days, you'd cancel everything. People would understand. You need to give yourself permission to have that car accident periodically." What You'll Learn: Why AI is creating chaos instead of productivity—and the one habit that breaks the cycle The health stack that replaced Kevin's expensive concierge doctor Why teaching kids to self-regulate with technology beats helicopter parenting every time How voice AI is solving the work in healthcare that nobody actually wants to do Why blocking sleep on your calendar might be the most productive decision you'll ever make Kevin's framework for when to use AI and when to just close all the tabs and think
- Nov 11, 202539 min
Writing Is Thinking: AI Slop Is Killing Your Credibility — with Joe Lazer
In a world drowning in AI-generated content, Joe Lazer is betting his career on the one skill machines can't replicate: authentic storytelling. The author of The Storytelling Edge and creator of a popular Substack newsletter walked away from an executive role at a fast-growing startup to pursue what he calls humanity's most essential superpower. In this candid conversation with Paul Estes, Joe reveals why he left stability to write his second book, how he built and sold his first media company, and why the "vortex of mid" is sucking the soul out of modern content. Understanding which skills will matter when machines can do almost everything else is crucial. Joe shares his framework for using AI ethically in the creative process, explains why neural coupling makes storytelling our most powerful business tool, and offers a radically different vision for preparing the next generation. From the neuroscience of oxytocin to the reputational damage of AI slop, learn why mastering storytelling might be the ultimate competitive advantage in an AI-saturated world. Why AI creates a "vortex of mid" that traps content creators in mediocrity and how to avoid it The ideation-research-refine framework for using AI as a creative partner without losing your voice How storytelling triggers neural coupling, making listeners' brains sync with yours to build instant connection and trust Why the reputational damage from publishing AI-generated content is vastly underestimated by most professionals Lessons from building and selling a media company at 22 years old Why soft skills like storytelling, adaptability, and empathy will be lasting competitive advantages Subscribe to Expert Intelligence so you don't miss future conversations with industry leaders who are navigating the intersection of technology, creativity, and the future of work. The Storytelling Edged by Joe Lazer and Shane Snow Dr. Paul Zak's neuromarketing research (Claremont University) Kyla Scanlon's newsletter on economics and narrative
- Oct 15, 202531 min
Why You Should Embrace Career Pivots with Alyson Griffin
What happens when you realize the career you're in isn't your future? For Alyson Griffin, that moment launched a three-decade journey from Silicon Valley PR agencies to becoming the marketing force behind State Farm's Emmy-nominated Super Bowl campaign and Intel's Cannes Lions-winning drone light show. In this revealing conversation with Paul Estes, Alyson shares how she navigated a dramatic career pivot, brought humanity to one of America's most iconic insurance brands, and is now leading her team through the AI revolution. From experimenting with AI-generated creative attempts that hilariously failed to building Jake from State Farm into a cultural phenomenon, Alyson offers a masterclass in balancing innovation with authenticity. She opens up about surviving breast cancer in the midst of her executive-level career, and how State Farm's risk-averse culture is learning to embrace cutting-edge technology. Whether you're considering a career transition or leading teams through technological change, this episode delivers actionable wisdom wrapped in honest storytelling. You'll Learn: How to recognize when it's time for a dramatic career pivot (and how to find the courage to make it happen) The critical difference between using AI as a tool versus expecting it to do all the thinking for you How practicing AI prompting on low-stakes personal projects (like vacation planning) builds skills for high-stakes work applications Why bringing your whole self to work—including health struggles and vulnerabilities—can strengthen rather than weaken your leadership How Jake from State Farm became an insurance mascot that people treat like a real celebrity The reason humanities and critical thinking skills matter more than ever in an AI-driven world Subscribe to the Expert Intelligence podcast today so you don't miss future conversations with leaders at the forefront of marketing, technology, and business transformation. Producer: David Grabowski Theme Music: Aleksey Chistilin
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About Expert Intelligence with Paul Estes
The future is here, just not equally distributed. Join best-selling author and seasoned business leader Paul Estes in ”Expert Intelligence,” a bi-weekly podcast that focuses on the human-centric, AI-enabled approach to work, shedding light on key trends like the freelance revolution, the rise of generative AI and the changing dynamics of the workplace. With over 20 years of leadership experience at giants like Microsoft, Dell, Amazon, and numerous venture-based startups, Paul brings a wealth of knowledge and a unique perspective. Whether you’re a business leader seeking guidance in this new era or an employee looking for inspiration and insights to navigate complex changes, this podcast is your go-to resource. Paul and his guests offer practical advice and thoughtful analysis to help you understand and adapt to these shifts, ensuring a healthy and productive journey in your professional life.
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