- 12
- Episodes
- Weekly
- Cadence
- 2025
- First episode
About Leadership, Rewritten Podcast
The playbook is broken. I write about what comes next for leaders navigating complexity and collapse. richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast)
- Publisher
- Leadership, Rewritten
- Category
- business · science
- Language
- en
- Explicit
- No
- First episode
- 21 Jun 2025
- Latest episode
- 7 Apr 2026
Latest episodes
12 episodes in the feed.
7 Apr 2026
The Symptoms of Entangled Work
This week’s podcast takes a more adult register to Monday morning’s child-oriented content. If the child-version asks what it feels like when the trouble starts showing, the podcast asks how those signs begin to make sense once we stop treating them as random personal failings. We’ll explore how strain appears in people, roles, teams, and systems, and why what first looks like a confidence issue, an attitude problem, or a weak team may actually be a clue that the work itself has become entangled. So this episode is really about symptoms: how to notice them, how not to explain them away too quickly, and how to begin reading them more intelligently. In that sense, it sits between the simplicity of the Monday essay and the fuller diagnostic argument of the Friday chapter. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
31 Mar 2026
The Structural Trap of Entangled Work
In this episode, I want to make a simple but important argument: a lot of leadership today feels overwhelming not just because there is too much work, but because too many different kinds of work are being pushed into the same people at the same time. So this is not really an episode about busyness in the usual sense. It is about what happens when running the current operation, responding to stakeholders, and trying to improve or redesign things all get bundled together without enough clarity about what kind of work this is, what matters most, or what should win when demands collide. We’ll look at four things. First, the difference between difficult work and entangled work. Some work is simply hard. That is not new. But entangled work is harder in a different way: it becomes difficult to read, difficult to rank, and difficult to carry without absorbing contradiction privately. Second, we’ll explore the hidden cost of this confusion. When work loses coherence, organisations start paying for that loss in extra reporting, extra coordination, extra delay, and extra repair. In other words, confusion becomes expensive. Third, we’ll look at where this burden lands most heavily: the broad, under-recognised coordinating middle. These are the people asked to align, broker, interpret, and keep things moving across semi-autonomous parts of the system without fully controlling the wider system. They are often held fully accountable in roles that are only partially in their control. Fourth, we’ll look at why so much leadership development feels oddly irrelevant to these leaders. Many organisations offer plenty of leadership language, but far less developmental direction that fits the real burden of contradictory loads, hidden repair work, blurred authority, and weakly ranked demands. Thanks for reading! Subscribe for free to receive new posts and support my work. So the through-line for the episode is this: * leadership overwhelm is often a structural problem before it becomes a personal one * modern work is frequently tangled rather than merely heavy * the hidden cost shows up in coordination, reporting, and repair * the people carrying the greatest burden are often the least clearly seen * and much of what passes for leadership development is still built for cleaner roles and tidier systems than the ones people actually inhabit By the end of the episode, the question I want listeners sitting with is not, “How do I become a better hero inside this mess?” but something more serious: What kind of work am I actually carrying, where has it become entangled, and what would make it more coherent for me and for the people around me? This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
25 Oct 2025
EE08: Listening to Flexibility
If you’ve been following the last two essays — The Ordinary Rhythms That Build Extraordinary Adaptability and How Real Change Travels — you’ll know we’ve spent the past few weeks in the Leadership Gym, exploring how adaptability is less about mindset and more about rhythm. Six rituals, one system: Clarity. Coherence. Collaboration. Cooperation. Curiosity. Connection. Each small, practical, repeatable. Each a muscle for flexibility — not the performative kind that leadership culture loves to sell, but the lived kind that keeps a team from snapping under pressure. For those who prefer to listen rather than read, I’ve now gathered all the content on Flexibility Rituals — stories, gym analogies, and reflections — into a single episode of the NotebookLLM podcast. It’s designed as an accessible, continuous narrative. A note on format: this episode was AI-generated, built directly from the text you’ve been reading. The synthesis, structure, and tone are mine; the voice is machine.If synthetic narration isn’t your thing, feel free to skip it — the written essays hold everything you need. But if you’re curious to hear how language and rhythm land aloud — how these rituals sound when spoken as a single flow — you might find the listening unexpectedly grounding. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
5 Oct 2025
E07: Beyond Toughness
This episode is a little different. It isn’t one of the shorter essays you’ve been reading here — it’s a full, AI-narrated version of Chapter Five: Endurance Training – Holding the Thresholds of Leadership from the latest draft of Leadership, Rewritten. That means it draws from an updated manuscript, one that goes deeper than the essays I’ve shared on Substack so far. If you’ve been following those pieces — The Stretch That Wouldn’t Snap Back, Naming the Thresholds, Endurance Is Not Stoicism — this is where they all come together. Thanks for reading! Subscribe for free to keep up with Maya’s journey. The audio covers the complete chapter: * the story of Maya and her team, learning to recognise the five Thresholds of Leadership — Stretch, Tangle, Drift, Break, and Leap; * the practice routines that help leaders recover and adapt rather than collapse; * and the research anchors linking endurance to stress science, resilience theory, and complexity thinking. A short summary: The chapter argues that endurance in leadership is not about toughness or grit, but about rhythm — the ability to move between tension and recovery. By naming thresholds instead of pathologising them, teams shift from blame to adaptation, creating collective resilience and cultural trust. A note of transparency — this narration is AI-generated. The voice isn’t trying to imitate a human reading; it’s there to make the full draft accessible in another form. Some people find synthetic voices off-putting, and that’s perfectly fine — you can always stay with the written versions here. But if you’re curious to hear how the complete Thresholds framework sounds when spoken aloud, this audio episode is the closest thing to sitting beside the manuscript itself. Thank you, as always, for listening, reading, and helping this work evolve. — Richard This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
21 Sept 2025
E03a: Becky Andree and High-Quality Connections
Welcome back to Leadership, Rewritten. In today’s episode I’m joined by Dr. Becky Andree, whose research on High-Quality Connections has had a profound impact on how we think about leadership and development in complex systems. Becky’s work explores how brief, positive interactions—moments of presence, trust, and energy—can do more than improve relationships. They can become the foundation for systemic learning, adaptation, and collective growth. In the context of Maya’s journey, these insights ground the Simple Rules section of her exploration of adult and vertical development—showing how connection can serve as a practical anchor when complexity feels overwhelming. A big thank you to Becky for sharing her wisdom, and for helping us see leadership not only as something we develop within ourselves, but as something we co-create with others. This episode is also special for another reason: it’s the first non-AI generated podcast in the series. From here on, we’ll be weaving live conversations alongside the narrative essays, bringing both voices and stories into the mix. Thanks for reading! Subscribe for free to lead better in complexity. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
14 Sept 2025
E06: Designing for Development
Welcome to episode six of the Leadership, Rewritten podcast. What you’re about to hear is an AI-generated narration of the full text of Chapter Six: Designing for Development. This chapter is longer and more detailed than the Substack essays you may already have read. It tells the full story of Maya’s turning point: how she discovered that leadership development doesn’t need to be bolted onto the side of work — it can be embedded inside the work itself. You’ll hear about: * The napkin moment that gave rise to the Praxis Q quadrants. * Maya’s creation of Self-in-Role-in-System briefs — developmental job descriptions that act as mirrors rather than blueprints. * The four developmental arcs of Jo, Anil, Priya, and Kieran, each stretching into a different Praxis Q quadrant. * The emergence of the Praxis Q Growth Cycle — one quadrant, one stretch posture, one deliverable, one ripple. Please note: this is an AI-generated podcast, created directly from the full written chapter. It’s an experiment in making the complete text more accessible in audio form, and the tone is different from a live conversation. If you’d prefer something more human and dialogic, stay tuned: in the next two weeks I’ll be releasing the first non-AI podcast — an interview with Becky Andree, exploring the practice of High-Quality Connections and how they shape developmental leadership. For now, settle in. This chapter is where Maya begins to build a team designed not just for delivery, but for development.Sorry for the day’s delay. Lots of technical chalalnges getting this converted and processed to somethign Substack would work with. Hope you enjoy it. Thanks for reading! Subscribe for free to keep up with Maya’s journey. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
31 Aug 2025
E05: Simple Rules for a Complex World
This episode explores Chapter Five of Leadership, Rewritten in full — a piece that is two to three times longer than the paired Substack essays. Where the essays focus on the first two rules (for the self and the role) and then the next three (for the team and the system), this podcast weaves them together as one continuous arc. You’ll hear Maya’s journey in context — from her frustration at being able to “see complexity” but not shift it, through her discovery of five simple rules that gave her and her team a shared grammar: * Develop the self who can evolve the role * Work on one thing to improve all things * Calibrate for the level. Anticipate the next * Anchor what matters. Repeat what you want to remember * Read the system. Don’t just ride it Together, these rules offer a livable, repeatable way to practice leadership when clarity alone is not enough. ⚠️ Note: This is an AI-generated podcast. The narration is synthetic, which means it won’t sound like a human audiobook. I want you to know that upfront, so you can decide whether to listen to the audio version or engage with the essays instead. If you want to skip it and wait for the written content, then the first Chapter Six essay, focusing on how Maya begins to redesign her team’s practices to help them simultaneously deliver and develop, drops on Wednesday. Thanks for reading! Subscribe for free to keep up with Maya’s development. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
13 Aug 2025
E04: Leading in Complexity
Systems. Maps. Movement. Entanglement. Three essays. One arc. A turning point. This episode brings together the last three Maya Essays: * From Self to System – how to read the conditions, not just your reactions. * No Map. Just Movement – what to do when visibility drops. * The Entangled Self – a grounded alternative to the myth of the transcendent leader. It also includes insights about how to effectively play the leadership role when you are * Leading as Sense-Making – what leadership becomes when the way ahead is uncharted and the conditions are murky but the work must continue (the conditions of sense-making section of the podcast). Together, they mark the end of Maya’s Disillusionment Arc, not because the system is fixed, but because she’s no longer waiting for it to make sense. She’s starting to build something else: A leadership practice rooted in self-in-role-in-system. Not heroic. Not clean. But aware. Reflective. Capable of naming the tangle without becoming it. This podcast holds that inflection point when clarity is still partial, but a new compass is forming. If you’ve been walking this path alongside Maya, this is the pivot. I haven’t yet written about the role. I’ve decided to try releaseing it as a diagnostic tool to help you explore your own sense-making stance — across self, role, and system. That’s for the weekend. Note: This podcast is AI-generated from the full Chapter Four — not just the public essays. That means it goes deeper, and at times, more internal. If AI narration bothers you, you won’t hurt anyone by skipping this one. But if you’re willing to listen past the synthetic voice, there’s something real waiting underneath. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
20 Jul 2025
E03: From Self to System
A little late this week. Blame the time zones (and dodgy train wifi). But here it is: the full chapter audio for From Self to System, now live. It’s AI-generated, using two voices to turn the content into a conversation. That won’t be everyone’s cup of tea and that’s totally fine. If synthetic narration puts you off, skip this one. No hard feelings. But if you’re curious, and comfortable with the format, you’ll find a much deeper dive than the Substack essays. Those covered about a third of the chapter. This podcast walks through the full arc: * The disillusionment with vertical development * The exhaustion of self-work without systemic traction * The quiet discovery that connection is infrastructure * And what it means to stop climbing and start attuning Listen when you have time to reflect. It’s not fast food. It’s slow-burn. Let me know what lands. Or what unsettles. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
13 Jul 2025
E01a: Bonus Podcast - “Stretched to Breaking Point” Reworked
If you’ve already read Chapter One, you may think you know this story.But this version, revised to match the depth, tone, and narrative rhythm of the rest of the book, lands differently. This bonus podcast reflects the reworked Chapter One: a deeper, sharper, more honest rendering of Maya’s threshold moment. It was the chapter that started it all and it deserved to be rewritten once the full shape of the book emerged. In this episode, you’ll hear Maya’s quiet reckoning as she sits through three ordinary meetings that leave an extraordinary mark. What unfolds is not burnout, not collapse, but a systemic stretch—one that reveals how much leadership has become an act of absorption: of contradiction, incoherence, and moral friction. Inside the episode: * The slow erosion of clarity in roles that demand performance over presence * The mismatch between leadership language and lived reality * The invisible toll of holding systems together without structural support * And the moment Maya stops pretending it’s all working and begins to name what no longer makes sense This is the threshold most leadership books skip. But here, we begin with it—because most transformation doesn’t start with vision. It starts with disillusionment that dares to tell the truth. ⚠️ Please note: This episode, like all others in this series, was generated using AI—grounded in my writing and direction but delivered through synthetic narration. That said, the story is no less real. Because Maya’s experience is not just hers. It’s quietly being lived by thousands of leaders—still functioning, but no longer asleep. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
6 Jul 2025
E02: Beyond the B******t
This episode delves deeply into the lived complexity of modern leadership, far beyond the surface-level cheerleading that most development programs still promote. Based on the full arc of Chapter Two from the Leadership, Rewritten manuscript, this podcast brings Maya’s internal reckoning to life as she begins to dismantle the myths of self-help leadership, interrogate the contradictions of her role, and finally see the system she’s leading within for what it really is. You’ll hear: * Why the most popular models of leadership self-development quietly fall apart in complex systems * What happens when idealised frameworks (authentic, transformational, servant) meet institutional reality * How Maya begins to move from self-optimisation to situated adaptation, using ideas from Mintzberg, Goffman, and Morgan * What it means to lead inside contradiction, without losing yourself This podcast was generated using AI, utilising the full chapter as input, rather than just excerpts or summaries. While the voice is synthetic, the narrative and logic are faithful to the written material, and the emotional thread is held with care. It’s part experiment, part provocation, part rehearsal for something better. And, like Maya, it’s still becoming. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
21 Jun 2025
E01: Stretched to Breaking Point
Welcome to Leadership, Rewritten — the podcast that begins where the old playbook ends. I’m Richard Claydon. And this is the audio companion to the Maya Essays — a long-form exploration of what it means to lead in a world where complexity, contradiction, and quiet disillusionment are the norm. Each episode unpacks a pair of essays from the Maya series, which themselves form the conceptual spine of the book I’m writing. But here, in this format, there’s space to go deeper. You’ll hear the research that didn’t make the essays. The stories behind the frameworks. And the questions that still haven’t found their final form. We start with the first pairing: Stretched to Breaking Point. It’s the moment many of us recognise — when the role no longer fits, but we keep trying to make it work. In time, I’ll begin bringing in voices from outside — leaders, thinkers, provocateurs — people navigating their own versions of Maya’s journey. Until then, this is the story behind the story. Welcome to the Maya podcast.NB: The podcast is AI-generated, underpinned by the chapter content. Although the speakers may seem a little too faux-sincere, they generally represent the ideas and content fairly faithfully, although not perfectly. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit richardclaydon.substack.com (https://richardclaydon.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
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