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The Generalists

The Generalists

Auteur(s): Raz Kotler and Michael Smith Jr.
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À propos de cet audio

 The hosts Raz Kotler & Michael Smith Jr., interview people around how they arrived in Singapore, their careers, their personal journeys and how the concept of being a Generalist influences their life and career. All episodes currently filmed F2F in the Poddster Singapore studios.Raz Kotler and Michael Smith Jr. Gestion et leadership Économie
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  • 🎙️ #52 The One Skill That Beats AI Every Single Time

    🎙️ #52 The One Skill That Beats AI Every Single Time
    Oct 29 2025

    From global campaigns and TEDx Singapore to rebuilding life in Southeast Asia at 50+, Christopher Smith has spent three decades mastering the skill machines can’t replace: asking better questions.

    In Episode 52 of The Generalists, Christopher joins Michael and Raz to unpack the real advantage humans have in the age of AI — lived experience, cultural intelligence, curiosity, and the willingness to interrogate assumptions. He shares the story of arriving in Singapore “with a chip on his shoulder” and how being publicly called out in a StarHub meeting reshaped his leadership forever.

    Christopher reveals why AI isn’t a threat, but a multiplier — if you know how to use it. From launching Rock Paper Scissors, a fully AI-augmented creative studio, to publishing his book Question Is to Answer, he shows how reinvention becomes possible at any age once you realize better questions = better outcomes.

    This is a conversation about humility, creativity, and how to future-proof yourself — no matter what technology does next.


    📖 What You’ll Learn in This Episode

    • The #1 human skill AI can’t replicate: questioning & critical thinking
    • How getting humbled in Singapore unlocked cross-cultural leadership
    • Why “Asia isn’t one market” and how to actually work here successfully
    • How generative AI expands creative depth and pattern recognition
    • The danger of binary questions — and how to ask expansive ones instead
      • Why experience becomes a competitive advantage in the AI era
      • The mindset behind lifelong reinvention — especially after 50


    👥 Hosts

    • Michael Smith Jr.: https://www.linkedin.com/in/smittysgp
    • Raz Kotler: https://www.linkedin.com/in/razko282/

    👤 Guest

    • Christopher Smith: https://www.linkedin.com/in/christophersmithsg/


    🔗 Resources & Links Mentioned🚀 Companies & Projects

    • Rock Paper Scissors: https://rockpaperscissors.sg
    • 50 Over 50 Campaign (Singapore): https://www.a50over50.com


    📚 Books & Ideas

    • To Question Is to Answer by Christopher Smith: https://www.amazon.sg/Question-Answer-Think-Critically-Thrive/dp/B0DZ2YM6K1/
    • Idea Flow by Jeremy Utley & Perry Klebahn: https://www.amazon.com/Idea-Flow-Creative-Businesses-Win/dp/0593239613
    • The Algebra of Happiness by Scott Galloway: https://www.amazon.com/Algebra-Happiness-Equations-Meaning-Life/dp/0593084195


    🧠 Concepts & Frameworks

    • Cross-Cultural Intelligence & Listening Before Designing – Harvard Business Review: https://hbr.org/2015/09/what-is-cultural-intelligence
    • The Humility Framework for Global Leaders – INSEAD Knowledge: https://knowledge.insead.edu/leadership-organisations/why-humility-works-for-leaders
    • Creative Empathy in the AI Age – MIT Sloan Management Review: https://sloanreview.mit.edu/article/human-creativity-in-the-age-of-ai/
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    1 h
  • 🎙️ #51 What Happens After a $4 Billion Exit - Walter de Oude’s Next Chapter

    🎙️ #51 What Happens After a $4 Billion Exit - Walter de Oude’s Next Chapter
    Oct 23 2025

    From insurance disruption and billion-dollar exits to rethinking how money should feel, Walter de Oude has spent two decades building companies that challenge the way we think about value, trust, and happiness.

    In Episode 51 of The Generalists, Walter sits down with Michael and Raz to unpack the journey from actuary to entrepreneur — from founding Singlife, Singapore’s first homegrown digital insurer that scaled to over $4 billion AUM, to launching Chocolate Finance, a new kind of fintech designed to make money feel good.

    He shares how the experience of building — and later leaving — a billion-dollar company reshaped his view of work, purpose, and leadership. Walter explains why meaning and happiness, not résumés or capital, are the true measures of success — and why every founder should wake up and ask one thing: Do I love my life?

    📖 What You’ll Learn in This Episode

    • Why “Do I love my life?” is the ultimate founder metric
    • How Walter built Singlife to fix an industry that “sucked”
    • Why Chocolate Finance was designed as a happy place for money
    • How purpose and impact outweigh skills or credentials
    • The mindset shift from corporate operator to infinite-game founder
    • Lessons on balance, family, and designing a fulfilling life


    👥 Hosts

    • Michael Smith Jr.: https://www.linkedin.com/in/smittysgp/
    • Raz Kotler: https://www.linkedin.com/in/razko282/

    👤 Guest

    • Walter de Oude — Founder of Singlife & Chocolate Financehttps://www.linkedin.com/in/walterdeoude/


    🔔 If you’ve ever questioned what success really means — and how to build a life you actually love — this video is for you.

    👉 Subscribe Now: https://www.youtube.com/@TheGeneralistsPodcast


    🔗 Resources & Links Mentioned

    🚀 Companies & Platforms

    • Chocolate Finance – https://chocolatefinance.com
    • Singlife – https://singlife.com


    📚 Books & Ideas

    • The Infinite Game — Simon Sinek https://www.amazon.com/Infinite-Game-Simon-Sinek/dp/073521350X
    • Adrift: America in 100 Charts — Scott Galloway https://www.amazon.com/Adrift-America-100-Charts/dp/0593540401


    🧠 Concepts & Frameworks

    • The Infinite Game Mindset — Simon Sinek https://simonsinek.com
    • Trust in Fintech — Accenture Study https://www.accenture.com/sg-en/insights/financial-services/fintech-trust
    • Founder Resilience — Harvard Business Review https://hbr.org
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    42 min
  • 🎙️ #50 From Microsoft to Microphones - Borko’s Leap from Corporate to Creator

    🎙️ #50 From Microsoft to Microphones - Borko’s Leap from Corporate to Creator
    Oct 20 2025
    From live studios and community building to the software stack powering a new generation of creators, Borko Kovacevic shares how leaving corporate life at Microsoft led him to build Poddster—a company redefining what it means to create and scale in the modern media economy.In The Generalists episode 50, recorded live at Poddster Singapore, we unpack how one founder turned a dusty construction site into Asia’s most influential creator hub — and then evolved it into a global SaaS platform now powering over 100 studios worldwide. Borko reveals how community replaced advertising, how operational discipline became a moat, and why podcasting is no longer a niche but an infrastructure layer for the creator economy.He takes us behind the scenes of Poddster’s growth story — from SOP-driven studio operations to partnerships with Stripe and Microsoft, and an upcoming global creator summit in New York — showing how discipline, community, and product thinking can scale even the most analog businesses.📖 What You’ll Learn in This Episode:How Poddster grew from a single Singapore studio into a 100-studio global networsWhy “community over capital” became Poddster’s strongest growth engineThe operational systems (SOPs) that turned creativity into scalable processHow Stripe and Microsoft helped accelerate Poddster’s global SaaS platform PodyxWhy video-first storytelling defines the next wave of the creator economyLessons from leaving corporate life and building from zero in a new industryHow consistency and founder-led iteration drive durable, compounding growth👥 HostsMichael Smith Jr.: https://www.linkedin.com/in/smittysgp/Raz Kotler: https://www.linkedin.com/in/razko282/👤 GuestBorko Kovacevic — Founder & CEO, Poddster: https://www.linkedin.com/in/borko-kovacevic/🔔 If you’re fascinated by how creator infrastructure, community, and technology intersect — and want to learn how one founder built a global media platform from scratch — hit subscribe and turn on notifications!👉👉👉 Subscribe Now: https://www.youtube.com/@TheGeneralistsPodcast🔗 Resources & Links Mentioned🚀 Companies & PlatformsPoddster (Studios & Creator Platform): https://poddster.comPodyx (Rev Ops for Podcast Studios): https://www.podyx.com/Stripe (Commerce Infrastructure): https://stripe.comMicrosoft (Cloud & Productivity): https://microsoft.comDiary of a CEO (Podcast & Live Tour): https://thediaryofaceo.comModern Wisdom (Chris Williamson): https://www.youtube.com/@ModernWisdomPodcastAll-In Podcast (Technology & Venture): https://www.allinpodcast.coWPP (Brand & Media Group): https://www.wpp.com🌏 Ecosystem & Community ReferencesCreator Economy 2025 Outlook – SignalFire: https://signalfire.com/creator-economy-2025Southeast Asia Digital Economy Report – Google & Temasek: https://economysea.withgoogle.comPodcast Industry Trends – Spotify for Podcasters: https://podcasters.spotify.com📚 Books & IdeasRange: Why Generalists Triumph in a Specialized World – David Epstein: https://www.amazon.com/Range-Generalists-Triumph-Specialized-World/dp/0735214484Show Your Work! – Austin Kleon: https://www.amazon.com/Show-Your-Work-Austin-Kleon/dp/076117897X🧠 Concepts & FrameworksCommunity-Led Growth – HubSpot Insights: https://blog.hubspot.com/community-led-growthOperational Excellence in Creative Studios – Harvard Business Review: https://hbr.orgCreator Infrastructure Stack – Andreessen Horowitz (“The Creator Economy 2.0”): https://a16z.com/creator-economy-2-0
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    26 min
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