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Boundaryless Conversations Podcast

Boundaryless SRL
Boundaryless Conversations Podcast
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  • #122 - Regenerative Business: What Does It Mean? - with Kara Pecknold
    Kara Pecknold, VP of Regenerative Design at Frog and a leading voice in sustainable innovation, joined us for a conversation on what it truly means to design for regeneration.She breaks down the challenges and opportunities of embedding regenerative thinking into organisations, helping us explore how brands can move beyond green checklists toward a deeper, systemic approach that lies at the intersection of nature, culture, and business goals.Highlighting that “Regenerative design can help businesses localise,” she also discusses a potential direction to navigate today’s global crises, thus requiring a reframing of business as we know it.This episode invites us to imagine futures where businesses give back more than they take, offering a hopeful push we all need.In this episode, Kara draws from her experience of guiding regenerative design with clients across diverse local contexts, helping us imagine the power of viewing business like nature. She speaks on how regenerative design cannot be siloed into CSR activities, and why it's important that it be tied to all parts of the organisation.She also touches upon several frameworks tackling this problem, like biomimicry, the doughnut economy etc. - helping us put a practical approach to regeneration, rather than viewing it as an idealistic utopian future.Tune in to discover how this future-focused approach can guide you through the complexities within the boundaries of today’s world.Key Highlights👉 Regenerative design encourages businesses to rethink growth by focusing on giving back more than they take from natural and social systems.👉 Embedding regenerative thinking requires breaking silos - making it a company-wide commitment, not just a CSR initiative.👉 Localising parts of your business can build resilience amid global disruptions like supply chain challenges and geopolitical shifts.👉 Regeneration blends nature, culture, and business goals into an integrated systemic approach.👉 Leadership buy-in at the top and empowerment at the grassroots are both essential for regeneration to take root.👉 Limits and boundaries are vital concepts, challenging the endless-growth mindset and inspiring new business models.👉 Biomimicry offers design inspiration by learning from nature’s time-tested strategies and cycles.👉 Designing for regeneration means fostering creative disruption rather than clinging to business as usual.Topics /chapters(00:00) Regenerative Business: What Does It Mean? - Intro(01:24) Introducing Kara Pecknold(03:10) The Personal Side of Transformation(05:20) Tactical Implementation of Regenerative Design(09:30) Defining the Natural Element(12:23) Do customers seek a regenerative future?(16:49) Navigating the Tension in Regenerative Indicators(19:40) Does Regenerative Design Apply to Digital Companies?(24:31) Bio-regionalism and Relocalization of Business(28:15) Regenerative and Localized Organizational Design(31:09) Impact on Organizational Operating Models(33:27) Role of External Stakeholders(35:22) Defining Regeneration(36:04) Constraints and Limits within Regeneration(41:09) Reimaging Design beyond the Classics(45:27) Breadcrumbs and SuggestionsRemember that you can always find transcripts and key highlights of the episode on our website: https://www.boundaryless.io/podcast/pecknold-karaEpisode recorded on Apr 24, 2025Find out more about the show and the research at Boundaryless at boundaryless.io/resources/podcast/Get in touch with Boundaryless:Twitter: https://twitter.com/boundaryless_Website: https://boundaryless.io/contactsLinkedIn: https://www.linkedin.com/company/boundaryless-pdt-3eoMusicMusic from Liosound / Walter Mobilio. Find his portfolio here: https://blss.io/Podcast-Music
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  • #121 - Understanding Value in a GenAI Powered World with Simon Wardley
    Strategic tools can help you navigate organisational and market complexities. But how do you even begin to make sense of it all?In this episode, Simon Wardley, the creator of Wardley Mapping and one of the most profound thinkers and influencers in strategy, explains the power of mapping complex ecosystems. He speaks on how building resilient organisations goes beyond clever tactics and requires a deep understanding of the landscapes you’re navigating. He highlights how most organisations still struggle to truly understand their customers, and emphasises why it’s crucial to realign strategies, foster a shared language, and enable cohesiveness to create true “value.”For leaders, this conversation serves as a call to rethink how you approach both organisational structures and the strategies needed to stay adaptable in a constantly changing landscape.Simon brings a wealth of experiential knowledge in strategy, having contributed to the growth of some of the biggest organisations worldwide. In this podcast, he delves into the evolution of technology, organisational structures, and strategy, with a particular focus on the impact of AI. He challenges our fear of rapid technological advancement by sharing how tech’s true development follows a more gradual process, ultimately leading to sudden bursts of change - a more nonlinear growth.He also explores other critical themes like - the evolution of organisational structures, referencing his explorers-villagers-town planners model, the need to have strong guiding principles, and also shares why the engineer is the true architect of a technology.So, for anyone seeking a roadmap to navigate complexity correctly, this conversation is a must-listen. Tune in. Key Highlights👉 Strategic tools must account for complex and rapidly shifting environments - mapping systems can help you visualise and adapt to these changes.👉 Understanding the landscape is like seeing the entire chessboard – without it, organisations risk making strategic moves without fully grasping the game.👉 Technology evolves through long, gradual build-up phases before rapid, transformative bursts - a non-linear path. 👉 Principles, not just structures, are the foundation of organisational agility – without them, teams become unstable and revert to traditional structures under pressure.👉 Developing a common language within organisations is critical for strategic coherence and effective decision-making.👉 Socio-technical systems, when understood and harnessed properly, create synergies between technology and organisational culture - these connections should be fostered to drive both innovation and user engagement.Topics /chapters(00:00) Understanding Value in a GenAI Powered World - Intro(02:42) Introducing Simon Wardley(04:35) Mapping Strategic Change in an AI-Driven World(20:14) Deterministic and Non-Deterministic Languages: Creating Shared Systems(39:12) Building a Humanised Strategy for the future(46:12) Creating Dynamic Systems(52:53) Evolution of Socio-Technical Systems(01:00:40) Breadcrumbs and SuggestionsRemember that you can always find transcripts and key highlights of the episode on our website: Episode recorded on Apr 17, 2025Find out more about the show and the research at Boundaryless at boundaryless.io/resources/podcast/Get in touch with Boundaryless:Twitter: https://twitter.com/boundaryless_Website: https://boundaryless.io/contactsLinkedIn: https://www.linkedin.com/company/boundaryless-pdt-3eoMusicMusic from Liosound / Walter Mobilio. Find his portfolio here: https://blss.io/Podcast-Music
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  • #120 - Stackable Business Models: Startup Strategy in the AI-Native Era with Pete Flint
    Pete Flint, General Partner at NFX and founder of Trulia, joins us for an expansive conversation on how AI is reshaping the foundations of entrepreneurship, platform economies, network effects, and defensibility strategies.Drawing from his deep experience as both a founder and an investor, Pete breaks down what it means to build in a world where CAC is difficult to change and requires expanding LTV by designing invisible, agent-powered experiences and adopting “stackable” approaches to product development.Speaking on the low barriers to entry for startups, he highlights why speed now trumps precision, saying, “There is no prize for being right, but there is one for being fast.”This conversation is a must for anyone navigating the fast-moving world of AI, platform innovation, and startup strategy.What does it mean to build a startup in a world of frictionless tools and unpredictable technological shifts?In this episode, Pete, one of the world’s most prominent internet entrepreneurs, helps us unpack how the dynamics of company-building are being transformed - not just by AI, but by new patterns of behaviour, demand, and value creation. We explore consumers’ hyper-personalised requirements and what that means for founders navigating shifting entry points and stackable business models. He also speaks on cultural foundations and how an organisation’s ecosystem affects outcomes.For anyone grappling with how to lead or build in this dynamic landscape, this episode offers a take on what truly matters.Key Highlights👉 AI-native startups demand a new mindset - where building fast and embracing imperfection is often more strategic than over-optimising from the start.👉 “Stackability” is emerging as a core design principle: founders should think in terms of layers and expansions, starting with a powerful wedge into the market.👉 In an age of low switching costs and high user expectations, designing invisible, agent-driven experiences is becoming critical for product stickiness and defensibility.👉 Founders must be hyper-intentional about their initial entry point - the “killer wedge” - which creates unfair economic or experiential advantages and unlocks further growth.👉 In a world where CAC is hard to move, the focus is shifting towards expanding LTV by designing invisible, agent-powered experiences and adopting “stackable” approaches to product development.👉 Large organisations struggle with speed due to risk aversion and fear of failure, highlighting how startup culture can remain a competitive edge if properly nurtured.👉 The importance of geography and culture: proximity to dense information and strong execution cultures compounds the advantage of high-velocity teams.Topics /chapters(00:00) Stackable Business Models: Startup Strategy in the AI-Native Era(01:40) Introducing Pete Flint(03:38) AI and Platforms - Industry Overview(09:48) Is Stackability the next step of Super Apps?(11:55) What is the future of Marketplaces with AI?(17:28) Revamping UX with Agent Marketplaces(21:15) Changes in Network Effects for the Future(24:54) Changes for a user(30:57) How can a Founder Be Future-Proof?(34:22) Do Future Predictions Matter?(40:31) Breadcrumbs and SuggestionsRemember that you can always find transcripts and key highlights of the episode on our website: https://www.boundaryless.io/podcast/flint-peteEpisode recorded on Apr 04, 2025Find out more about the show and the research at Boundaryless at https://boundaryless.io/resources/podcastGet in touch with Boundaryless:Twitter: https://twitter.com/boundaryless_Website: https://boundaryless.io/contactsLinkedIn: https://www.linkedin.com/company/boundaryless-pdt-3eoMusicMusic from Liosound / Walter Mobilio. Find his portfolio here: https://blss.io/Podcast-Music
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  • #119 - Working with Source: Acknowledging the Creative Hierarchy with Tom Nixon
    In this episode, we welcome Tom Nixon, author of Work with Source, to explore the powerful yet often overlooked idea of “source” - as the person who first conceives and commits to a creative initiative - and the impact such a role has on organizations. Drawing from his extensive experience advising founders and mission-driven projects, Tom helps us unpack what it truly means to hold the role of source - beyond conventional leadership, and as he puts it, “being the author of the story that unfolds.” Together, we explore how organizations can enable a deep human dimension behind all authentic ventures, and work towards a truly regenerative and evolutionary way of organizing.While many conversations around leadership focus on structure, roles, or decision-making, this episode looks at a deeper assessment of where creative initiatives truly begin - and how they should maintain coherence as they evolve. Tom Nixon introduces us to the subtle but powerful idea of “source” as the unique origin point from which meaning, direction, and integrity flow.We explore how the source perspective can help us navigate complexity, and why the source is simply not a “genius hero” figure, as we presume.He also helps us unpack more regenerative, emergent, and resilient ways of working together. So, for listeners looking to understand the creative dynamics that often hide behind hierarchical organizational structures - and why honouring the human in a project is highly strategic - this conversation is a source of guidance. Key Highlights👉 The idea of source reframes leadership as a creative, intuitive role - the one who first sees and commits to a new possibility.👉 Beneath formal org charts and policies lies the creative field - an energetic structure established by the source, which can’t be captured by governance documents but is deeply felt. 👉 Many people think the “source” is a visionary genius who always knows what to do - but that’s a myth. In reality, being the source means holding the responsibility for the creative edge, often with doubt and uncertainty. 👉 Regenerative organizing calls for living systems thinking - where purpose drives structure and growth emerges organically rather than being imposed top-down.👉 Being the source is not about authority or control, but about holding the original impulse with integrity and enabling others to contribute meaningfully.👉 Recognizing who holds the source in a project helps clarify roles, resolve tensions, and unlock greater flow and coherence within teams.👉 Working with source calls for deep listening, intuition, and the courage to protect the original impulse - even when it's not yet fully understood by others.Topics /chapters(00:00) Working with Source: Acknowledging the Creative Hierarchy - intro(00:51) Introducing Tom Nixon(02:37) Introduction to Source Work(06:29) Overlapping Creative Hierarchy and Organizational Hierarchy(09:52) Managing Hierarchy in Evolving Organizations(16:09) Ownership of the Source(19:33) Managing system thinkers and complexity mindset to coexist with intelligent creation(26:34) Shaping a Founders Mindset for a Balanced Business(37:13) Source’s Impact on a Brand Story(46:04) Sources and their Ownership(51:41) Breadcrumbs and SuggestionsRemember that you can always find transcripts and key highlights of the episode on our website: https://www.boundaryless.io/podcast/nixon-tomEpisode recorded on Apr 01, 2025Find out more about the show and the research at Boundaryless at https://boundaryless.io/resources/podcast/Get in touch with Boundaryless:Twitter: https://twitter.com/boundaryless_Website: https://boundaryless.io/contactsLinkedIn: https://www.linkedin.com/company/boundaryless-pdt-3eoMusicMusic from Liosound / Walter Mobilio. Find his portfolio here: https://blss.io/Podcast-Music
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  • #118 - Effective Adoption of AI in the Enterprise - with Anindya Ghose
    What does it take for organizations to truly harness the power of AI - not just as a buzzword, but as a transformative force for strategy, culture, and execution? In this episode, Anindya Ghose - Professor at NYU Stern, and one of the world’s leading voices at the intersection of AI, economics, and platforms - joins us to explore what it means to adopt AI intentionally and ethically.Anindya presents his “House of AI” framework to cut through the AI hype. This grounded, end-to-end framework helps organizations align their data, models, and ethics for meaningful impact.He also shares his insights on how AI is shifting the nature of management itself - and why the true differentiator in an AI-enabled world will be people, not technology.We go beyond surface-level AI conversations to explore what it really means to embed it within an organization - not just as a tool, but as a force that reshapes how decisions are made, work gets done, and leadership is defined.Anindya is a globally recognized AI advisor who has transformed the journey of over 60 companies worldwide. As the author of Tap and Thrive, he also brings a rare blend of corporate insight and academic depth, helping us break down how AI can elevate both business and human potential.We explore how AI is pushing organizations to rethink core assumptions, what are the cultural and structural implications of AI, how does AI take shape in organizational structure, and why it’s important to also see AI as a powerful positive force. This is not an episode to miss, as we explore the tensions around AI and how they can be turned into meaningful opportunities.Key Highlights👉 AI transformation starts with intentionality, requiring organizations to align their data, business context, and strategic goals before deploying any tools or models.👉 Data engineering is 70% of the work, and without clean, structured data, even the most advanced AI will fail to deliver meaningful results.👉 The House of AI framework provides a step-by-step path that moves from data readiness to modelling and ends with ethical, transparent storytelling.👉 AI adoption requires organizations to answer four core questions - descriptive (what happened), predictive (what will happen next), causal (why), and prescriptive (what should we do).👉 AI is evolving from a decision-support tool into a force of production, fundamentally altering how workflows operate and how organizations create value.👉 Fairness can be built into AI through data debiasing, but ethics largely remains a human responsibility shaped by incentives, governance, and cultural values.👉 Competitive advantage will depend less on technology access and more on the people, mindsets, and ability to act on insights quickly and responsibly.Topics /chapters(00:00) Effective Adoption of AI in the Enterprise - Intro(00:58) Introducing Anindya Ghose(03:11) House of AI Framework - Getting Real with AI(11:16) Intentionality of Adopting AI(14:07) Changing the conversation around AI’s Positivity(18:52) AI’s new regime in radical disruption(23:34) How is AI altering the culture of Management in Organizations?(29:54) Preparing for AI Dominated Organizations(33:16) The Future of Competition in an AI-Driven Market: Openness vs. Differentiation(39:16) How will Organizations Differentiate?(42:15) Is it a Winner Takes All Market(44:08) Breadcrumbs and SuggestionsRemember that you can always find transcripts and key highlights of the episode on our website: https://www.boundaryless.io/podcast/ghose-anindyaEpisode recorded on Mar 05, 2025Find out more about the show and the research at Boundaryless at https://boundaryless.io/resources/podcastGet in touch with Boundaryless:Twitter: https://twitter.com/boundaryless_Website: https://boundaryless.io/contactsLinkedIn: https://www.linkedin.com/company/boundaryless-pdt-3eoMusicMusic from Liosound / Walter Mobilio. Find his portfolio here: https://blss.io/Podcast-Music
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About Boundaryless Conversations Podcast

Boundaryless Conversations Podcast is an ongoing exploration of the future of Platforms & Ecosystems. Here we explore new perspectives about how we organise at scale in a rapidly changing world. From Boundaryless SRL Hosted by Simone Cicero and Shruthi Prakash
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