Outthinkers

Outthinker

The Outthinkers podcast is a growth strategy podcast hosted by Kaihan Krippendorff. Each week, Kaihan talks with forward-looking strategists and innovators that are challenging the status quo, leading the future of business, and shaping our world.Chief strategy officers and executives can learn more and join the Outthinker community at https://outthinkernetwork.com/. 

  1. #157 — Mark Thompson: What Boards Really Look for When Choosing a CEO

    11H AGO

    #157 — Mark Thompson: What Boards Really Look for When Choosing a CEO

    Mark Thompson is a CEO coach and author of CEO Ready. Born and raised in Silicon Valley and now working across emerging tech hubs, Mark prepares leaders for the leap from elite operator to enterprise chief. He’s worked with CEOs ranging from Richard Branson and Evan Sharp (co-founder of Pinterest) to Dr. Jim Yong Kim (former president of the World Bank) and Dave Chang (founder of Momofuku). Most executives assume the CEO seat is the natural “next step” for the highest performer. But Mark argues you earn readiness twice: first by delivering results, and then by winning belief outside your swim lane. In other words, performance gets you shortlisted—but it doesn’t get you selected. In this episode, Mark lays out the seven stakeholders who decide your fate as a CEO candidate (the board, investors/owners, peers, employees, customers, the current CEO, and you). We talk about what each group actually wants, how to build trust across the enterprise, and why the best CEO candidates develop “conversational fluency” across functions so they can lead beyond their lane. In this episode we cover: •Why “elite performance” only gets you halfway to CEO—and what earns belief the second time •The seven stakeholders who decide CEO readiness (and how to build a plan for each one) •How to show up to the board as more than a functional expert •Turning peers into partners (before the role forces the shift) •Building fluency across functions so you can lead the whole enterprise—not just your function Episode Timeline: 00:00 Introduction to Outthinkers Podcast 01:23 Meet Mark Thompson: CEO Coach and Author 02:06 The Seven Stakeholders of CEO Success 02:42 Mark's Unique Coaching Methods 04:10 Personal Insights and Strategy Definition 06:30 The Reality of Becoming a CEO 08:58 Navigating Board Dynamics 20:57 Interacting with the Board: Key Strategies for Aspiring CEOs 21:28 Listening and Broadening Your Perspective 22:44 Understanding the Role of Strategy Officers 26:36 Navigating Peer Dynamics and Leadership Transition 33:03 Building Relationships with the CEO 35:44 Engaging with Investors and Owners 39:56 The Importance of Customer Influence 44:17 Final Thoughts and Resources for Aspiring CEOs Additional Resources: •Mark Thompson: Chief Executive Alliance — https://chieexecutivealliance.com Watch now on Youtube: https://youtu.be/wuh4Rn7erxU Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    46 min
  2. #156 — Bill George: Authentic Leadership, Purpose & Performance

    12/16/2025

    #156 — Bill George: Authentic Leadership, Purpose & Performance

    Bill George is one of the most influential leadership thinkers of our time. A former CEO of Medtronic and long-time Harvard Business School professor, he’s served on the boards of Goldman Sachs, ExxonMobil, Novartis, and the Mayo Clinic. His books including True North and True North: Emerging Leader Edition—have shaped how thousands of leaders approach purpose, values, and character. When performance pressure rises, it’s easy for leaders to drift from their values chasing quarterly metrics, external validation, and “style” over substance. Bill argues the opposite: sustainable performance springs from purpose, self-awareness, and a culture people believe in. We explore how to stay grounded as expectations, visibility, and success scale. You’ll learn how authentic leaders make the hard calls without becoming “nice at the expense of necessary,” choose metrics that drive meaning (not gaming), and build teams that keep you honest, learning, and aligned. In this episode we cover: •Authentic leadership: what it is and isn’t •Purpose-first strategy •The Medtronic metric: measuring outcomes people feel, not just inputs •Making tough people & portfolio decisions without losing your values •Building your leadership circle for honest feedback & growth •Short-term vs. long-term: preventing KPI gaming and hollow wins Episode Timeline 00:00 Introduction to Outthinkers Podcast 00:35 Bill George on Medtronic's Impact 01:40 Bill George's Leadership Journey 05:00 Defining Strategy and Purpose 10:32 Authentic Leadership Explained 12:45 Challenges and Examples of Leadership 16:04 Personal Growth and Leadership 20:53 Developing Self-Awareness as a Leader 22:15 Facing Crucibles: Overcoming Tough Times 23:47 Exercises for Self-Discovery 25:33 The Power of Small Groups 27:32 Long-Standing Support Systems 29:28 Assessing Leadership Values 33:01 Effective Metrics for Leadership 39:56 Engaging with Bill George Additional Resources •Bill George — Website: https://www.billgeorge.org •LinkedIn: https://www.linkedin.com/in/williamwgeorge/ •Book: True North: Emerging Leader Edition •Book: True North •Kaihan Krippendorff: https://www.outthinker.com Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    42 min
  3. #155 — Jon Levy: Team Intelligence, Glue Players, and the Culture That Executes Strategy

    12/02/2025

    #155 — Jon Levy: Team Intelligence, Glue Players, and the Culture That Executes Strategy

    Meet Jon Levy — behavioral scientist and author of Team Intelligence: How Brilliant Leaders Unlock Collective Genius and the NYT/WSJ bestseller You’re Invited. Jon has spent years studying human behavior and leadership mechanics, advising companies on how to build teams that actually perform—beyond leadership myths and buzzwords. We often hire “A-players,” roll out values, and assume great leadership traits will carry us. Then reality hits: strategy doesn’t execute itself—teams do. Jon explains why the smallest unit of performance is the team, why stacking stars backfires, and how culture and language shape what people actually do. If you’re trying to align leaders who don’t buy the data, this one’s for you. You’ll learn how to engineer collective intelligence—the practical habits, roles, and rituals that raise a team’s game, how to recruit and empower “glue players,” and how to make strategy felt when spreadsheets won’t persuade. In this episode we cover: Culture as operating system: the sayings, status cues, and rituals that drive behavior (Apple’s “surprise and delight,” LEGO’s “fireside”).Bursty communication: why teams should “work together, then work apart” to boost problem-solving.Glue players: high-EQ, team-first multipliers (and why too many stars tank performance).Make the implicit explicit: roles, skills, and “player cards” that speed decisions.Trust, not traits: honesty, competence, benevolence—and dealing with the dark tetrad at work.When data won’t convince: crafting a narrative that makes people feel the better future. Episode Timeline 00:00 Introduction  00:36 Coming Up... 01:47 Unpacking Team Intelligence with John Levy 02:47 Insights on Leadership and Team Dynamics 05:13 The Role of Culture in Organizations 13:49 The Impact of Language on Behavior 16:54 The Concept of Glue Players 18:14 The Key to Predicting Success in Basketball 19:02 Characteristics of Glue Players 21:25 The Importance of Team Dynamics 23:49 The Antwerp Diamond Heist: A Lesson in Teamwork 27:52 Making Implicit Knowledge Explicit 29:36 The Dark Side of Team Dynamics 31:29 Understanding Trust in Teams 34:06 The Role of Emotion in Strategy 35:02 Conclusion and Final Thoughts Additional Resources Jon Levy — Website: https://www.jonlevy.comBook: https://www.jonlevy.com/team-intelligenceLinkedIn: https://www.linkedin.com/in/jonlevytlbThank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    36 min
  4. #154 — Christina Farr: The Storyteller’s Advantage for Strategy and Growth

    11/20/2025

    #154 — Christina Farr: The Storyteller’s Advantage for Strategy and Growth

    Christina Farr is an investor, startup advisor, and former health-tech journalist. She’s the author of The Storyteller’s Advantage: How Powerful Narratives Make Businesses Thrive and the creator of the Second Opinion newsletter, where she decodes healthcare and technology for leaders. Most leaders try to move markets with features, roadmaps, and metrics. But the winners often move them with narrative—stories that rally investors, customers, and teams to build the future with them. Christina unpacks how great storytellers create belief that becomes momentum. You’ll learn a simple framework to make your strategy legible and compelling, how to pick the right plot for your message, and practical ways to craft origin stories, pitch decks, and CEO communications that persuade. In this episode we cover: The SOAP framework: Surprise, Openness, Authenticity, PathosSeven classic plots for business (from David vs. Goliath to Rebirth) and when to use eachCase studies: PillPack vs. incumbents; Apple’s comeback; Microsoft’s reinvention; WeWork’s cautionary taleFundraising and sales: decks that move capital and customersLeading in tense moments: speaking to charged issues without fracturing culture Episode Timeline: 00:00 – Highlight from today’s episode 01:05 – Introducing Christina + the power of narrative in business 03:05 – “If you really know me…” 04:20 – What is strategy? Story as prognostication 07:10 – Why story beats data alone in pitches, sales, and retention 10:55 – The SOAP framework (Surprise, Openness, Authenticity, Pathos) 18:40 – Engineering surprise; calibrating vulnerability 22:00 – Seven plots leaders can borrow (with modern brand examples) 28:45 – Case study: PillPack’s David vs. Goliath playbook 32:40 – Rebirths and tragedies: Apple, Microsoft, WeWork 36:10 – Origin stories that travel (and ones that don’t) 38:10 – CEO comms on divisive topics, without breaking culture 39:20 – Where to learn more from Christina Additional Resources: Book: The Storyteller’s Advantage — Christina Farr (Basic Venture) -https://basic-venture.com/titles/christina-farr/the-storytellers-advantage/9781541704299/Newsletter: Second Opinion - https://secondopinion.media/Christina Farr on LinkedIn - https://www.linkedin.com/in/christinafarr/Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    39 min
  5. #152 — Mark Crowley: Lead From The Heart, Build Belonging, And Boost Performance

    11/04/2025

    #152 — Mark Crowley: Lead From The Heart, Build Belonging, And Boost Performance

    Mark Crowley is a longtime financial services leader who led consistently top-performing teams over a 25-year career. He’s the author of Lead From the Heart and the newly released The Power of Employee Well-being, a frequent contributor to Fast Company, and host of the Lead From the Heart podcast. In 2013, Mark was the first to publicize Gallup’s finding that only 30% of U.S. employees were engaged—helping ignite a decade-long debate about what truly drives performance. In this conversation, we explore why feelings and emotions—not dashboards—drive behavior, how the heart–brain connection shapes decisions at work, and why belonging outperforms “boss quality” as a predictor of retention. Mark connects lived leadership to research—from Oxford’s wellbeing–productivity link to HeartMath’s work on coherence—and shows how caring (not coddling) creates the conditions for sustained results. Whether you lead a business unit, a project team, or a transformation office, this episode will reframe how you raise performance by raising wellbeing—with specific, near-term moves any leader can make this week. In this episode we cover: Why traditional engagement efforts flatline—and why wellbeing is the more powerful lever for performanceThe Oxford evidence: how self-reported wellbeing maps directly to productivity in real workBelonging > boss quality as a driver of retention—and how leaders actually build itCaring vs. being nice: creating psychological and emotional safety without lowering the barA practical definition of strategy: know where you’re going, plan with rigor, pivot fast when reality disagrees Episode Timeline: 00:00 – Introduction 01:10 – Guest introduction and the case for feelings over dashboards 03:05 – “If you really know me…” and how Mark learned to lead from the heart 06:45 – Managing differently: proof from 25 years of top-performing teams 09:30 – Mark’s definition of strategy: plan hard, pivot faster 12:20 – Why wellbeing (not satisfaction) sets the stage for peak performance 15:10 – What wellbeing actually is—and why managers determine most of it 18:05 – Up to 95% of behavior is emotion-driven: implications for leaders 20:30 – Engagement stalled; the Oxford call-center study on wellbeing → productivity 25:40 – Caring vs. nice; HeartMath and the science of coherence 31:00 – Selecting and developing leaders who elevate others (not just individual stars) 36:10 – Belonging as the #1 driver of retention—and how to create it 39:20 – Where to start: know yourself, clarify values, design team-first systems 42:15 – Reward the team first (then individuals) to eliminate zero-sum competition 44:10 – How to keep learning from Mark + close Additional Resources: Website: https://markccrowley.comLinkedIn: https://www.linkedin.com/in/markccrowleyBooks: Lead From the Heart; The Power of Employee WellbeingPodcast: Lead From the Heart Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    45 min
  6. #151 — Eddie Fishman: Choke Points and the Hidden Levers of Power

    10/21/2025

    #151 — Eddie Fishman: Choke Points and the Hidden Levers of Power

    Eddie Fishman is a senior research scholar at Columbia University’s Center on Global Energy Policy, adjunct professor of International & Public Affairs, and author of Choke Points: How the Global Economy Became a Weapon of War. A former U.S. State Department strategist, he served on the Secretary of State’s Policy Planning Staff and Foreign Affairs Policy Board, and led Russia/Europe sanctions policy—bringing a rare, in-the-room perspective to how economic power really works. In this conversation, we trace how “choke points”—where one nation dominates and substitutes are scarce—have turned minerals, microchips, and money flows into the quiet weapons of great-power rivalry. Eddie unpacks the geo-economic “impossible trinity”—why you can’t maximize interdependence, economic security, and geopolitical calm all at once—and what that trade-off means for leaders making bets on AI, batteries, and supply chains. Whether you’re steering strategy, procurement, or policy, this episode will change how you spot fragile dependencies, anticipate where pressure will build next, and engage policymakers before the rules harden around you. In this episode we cover: Why a true “choke point” = dominance plus low substitutability The geo-economic impossible trinity and its implications for business strategyWhere the next choke points may emerge: AI compute, batteries/EVs, and the energy transitionThe firm’s role: don’t just adapt to policy—shape it (how to engage upstream, practically)Industrial policy realities: U.S. moves on rare earths and semis—benefits, risks, and tolerance for failure Episode Timeline: 00:00 – Cold open: rare earths and leverage 02:00 – Guest introduction and Eddie’s background 05:45 - Strategy as “winning tomorrow,” not just today 07:02 - Defining choke points (dominance + substitution) 11:20 - The “impossible trinity” explained with historical arcs 27:05 - Should firms adapt or shape policy? 30:05 - Emerging choke points: AI chips, batteries, EVs 38:05 - U.S. industrial policy (MP Materials, Intel) and what comes next Additional Resources: Book: https://www.penguinrandomhouse.com/books/726149/chokepoints-by-edward-fishman/ X (Twitter): https://x.com/edwardfishman?lang=en LinkedIn: https://www.linkedin.com/in/edward-fishman Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    44 min
  7. #150 — Scott Anthony: Disruptions and the Patterns That Shape Innovation

    10/14/2025

    #150 — Scott Anthony: Disruptions and the Patterns That Shape Innovation

    Today we’re welcoming back our first-ever guest on the Outthinker Podcast, Scott Anthony—Senior Lecturer at Dartmouth’s Tuck School of Business and one of the world’s leading voices on innovation and transformation. Formerly a senior partner at Innosight, the consultancy founded by Clayton Christensen, Scott has spent decades helping global organizations navigate disruption, build strategic resilience, and create new engines of growth. He’s also the author of eight acclaimed books, including The First Mile, Dual Transformation, and his newest work, Epic Disruptions: 11 Innovations That Shaped Our Modern World. In this discussion, we uncover how disruption has driven human progress for centuries—long before the dawn of Silicon Valley. From the cannon fire that toppled ancient empires to the printing press that democratized knowledge, Scott shows that the forces behind disruption are anything but new. Through stories spanning from gunpowder to generative AI, he reveals how these enduring patterns continue to reshape industries, technologies, and societies today. Listeners will walk away with a richer understanding of how to spot and harness disruption rather than fear it. Scott explains how leaders can use history as a practical playbook—learning to make bold, informed decisions in fast‑changing environments. Whether you’re scaling a business or steering an enterprise through transformation, this is a conversation about seeing beyond the moment to shape what comes next. In this episode we cover: What Clayton Christensen really meant by “disruptive innovation”Why the term is so often misused—and how to tell sustaining vs disruptive innovation apartThe “ghosts” that haunt incumbents: past trauma, rigid habits, and identity fears that block changeWhat leaders can learn from the printing press, steel mini mills, and the iPhoneHow to use history as a lens for seeing disruption before it strikesEpisode Timeline: 00:00 — Highlight from today’s episode  01:10 — Introducing Scott Anthony and today’s topic  04:00 — From consulting to academia: finding no “safe spaces” in the era of AI  09:00 — Defining strategy: “a set of choices to achieve a designed aim”  10:00 — Setting the record straight on Clayton Christensen’s theory  16:30 — Bethlehem Steel, emotional ghosts, and leadership through disruption  21:00 — From gunpowder to AI: how patterns keep repeating  25:00 — The printing press and the unintended consequences of innovation  30:00 — The hero’s journey of innovation—from Julia Child to Steve Jobs  37:00 — Spotting modern disruptors: AI, robotics, and additive manufacturing  41:00 — Where to learn more from Scott Anthony Additional Resources: Book Website: https://www.epicdisruptions.com Scott Anthony’s LinkedIn: https://www.linkedin.com/in/scottdanthony/ Thank you to our guest, our executive producer Zach Ness, our editor James Pearce, and the Outthinker team. If you enjoyed this episode, please follow, download, and subscribe. I’m your host, Kaihan Krippendorff—thank you for listening. Follow us at outthinker.com/podcast

    41 min
5
out of 5
28 Ratings

About

The Outthinkers podcast is a growth strategy podcast hosted by Kaihan Krippendorff. Each week, Kaihan talks with forward-looking strategists and innovators that are challenging the status quo, leading the future of business, and shaping our world.Chief strategy officers and executives can learn more and join the Outthinker community at https://outthinkernetwork.com/. 

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