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Digby Scott

Dig Deeper

There's no one way to lead. Yet we need to find a way. Our own way. And it can be hard to get right. As we find our way to lead it can be useful to listen to how others found theirs. Each fortnight, I’ll share a rich, unhurried conversation with someone who’s leaned into and learned from the challenges of leadership, change, and life while staying true to themselves. You'll get to experience me doing what I do best: asking the surface-piercing questions to help people see what they couldn't see before. Including you. Learn more about my courses and get more resources at https://www.digbyscott....

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Auteur

Digby Scott

Catégorie

Business

Site du podcast

dig-deeper.captivate.fm

Dernier épisode

28 sept. 2026

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Épisodes

[Interview] How to Name the Hard Thing, Honesty as Craft, and Belonging | Emma Gibbens 06.04.2026

What if the friction in your team isn't a strategy problem? What if it isn't a structure problem either? What if it's a conversation you've been avoiding, a truth no one has been willing to name, or simply the widening gap between what gets said in the meeting room and what gets said in the corridor afterwards? Most leaders invest enormous energy into policy, process, and planning, trusting that t...

[Solocast] Being a Student of Humanity 30.03.2026

How many leadership books have you read this year? Now here's the harder question: how many hours have you spent genuinely studying the people you lead? For most leaders, there's a significant gap between those two answers. And that gap, more than almost anything else, explains leadership failure. The best leaders don't just consume content about leadership. They become students of humanity, curio...

[Interview] Rethinking Value, The Courage to Be Unfinished, and Human First Leadership | Rita Cincotta 23.03.2026

Have you ever stopped to consider that the image you project as a capable, in-control leader might actually be the very thing keeping your people from truly connecting with you? There's a particular kind of isolation that comes with always having it together. And if you're honest with yourself, I wonder how much energy it costs you to maintain that facade and what it might be costing the people ar...

[Solocast] The Human Stuff: Attention, Connection, and What It Means to Make People Feel Seen 16.03.2026

Have you ever left an interaction at work feeling genuinely seen? And when did you last create that feeling for someone else? Most leaders focus on strategy, capability, and performance. But the ones who build real loyalty, the ones whose people genuinely want to show up for, tend to share something far simpler: they pay attention to the human stuff. The greeting. The name. That moment of genuine...

[Interview] The Gift of Friction, and Telling Organisational Truth | Melissa Clark-Reynolds 09.03.2026

What if the strategies gathering dust in your organisation aren't the problem, but rather the shadow strategies everyone's actually following? You know the ones. The unspoken "work harder, work longer, make more money" approach that contradicts your official commitment to innovation and people-centred leadership. That tension between what you say you're doing and what's actually happening costs mo...

[Solocast] Why Your Network Isn't Working for You (And What to Do About It) 02.03.2026

Do you have a network? Of course you do. But is it the one you actually need? For most leaders, the honest answer is probably not — and it's not because you don't care about relationships. It's because you've never thought about them quite this way. In this episode, I explore why the word "networking" can feel a bit icky, and why that reaction might be costing you the impact you're trying to creat...

[Interview] Holding Space, Attention, and True Presence | Dr. Chris McKeown 23.02.2026

What if the moment you're told you've lost your job isn't the time to narrow your focus, but to widen it? When everything in you is screaming to grab control, shore up certainty, and solve the problem immediately, what would it take to do the opposite? To put down your phone, pick up your camera, and walk into the unfamiliar streets of a city that feels both beautiful and unsafe? This conversation...

[Solocast] Five Ways to Mentor Others 16.02.2026

When Mike House said "mentoring is any interaction that has the possibility of a disproportionate long lasting impact," something shifted for me. Not a formal programme. Not a monthly calendar booking. Just any moment where you notice something worth naming and find the courage to say it. Yet we've made mentoring too formal, too time-intensive, and frankly, too heavy. We think it requires being th...

[Interview] Chasing Certainty, Guerrilla Mindfulness, and Teachable Moments | Mike House 09.02.2026

What if chasing certainty is actually making you less certain? Most leaders look outward for stability when everything's shifting, but that external focus keeps them perpetually off-balance. When the environment refuses to cooperate with our need for predictability, where do we turn? This conversation explores a different kind of certainty: the kind that lives inside your team's clarity about who...

[Solocast] When a Prime Minister Shows Us What Real Leadership Looks Like 02.02.2026

When Mark Carney stood up at Davos in January 2026, he didn't just make a speech. He named what everyone was thinking but too afraid to say out loud. And the way he structured his message holds a powerful lesson for any of us leading people through uncertain times. This episode unpacks a deceptively simple framework that cuts through all the noise about what leadership actually requires: See, Imag...

[Interview] Moving Beyond Nice, The Art of Mattering, and Creating Cultures of Accountability | Claire Gray 26.01.2026

Have you ever sat in a meeting where everyone nods in agreement, yet you leave sensing something wasn't said? That silence might be your team's biggest liability. The teams that feel most harmonious, most polite, most nice are often the ones moving slowest, innovating least, and leaving the most impact on the table. In this conversation, we're exploring a counterintuitive truth about high-performi...

[Interview] Creative Practice, The Power of Quiet Influence, and Impact Beyond Ego | David Murdoch 12.01.2026

What if the most lasting leadership isn't about the monuments you build but about the quiet spaces you create for others to thrive? Many senior leaders wrestle with this tension: how do we create impact that endures beyond our tenure without becoming the very "founder effect" that stifles the organisation's future? We know intellectually that leadership is about developing others, yet our systems...

[Solocast] Leading Lasting Impact, Systems Thinking, and Living Deliberately | Digby Scott 29.12.2025

What if the most important measure of your leadership isn't what you achieve while you're in the role, but what continues after you've moved on? It's a question most senior leaders avoid because the answer is often uncomfortable. You've built the strategy, delivered the results, transformed the culture. But if you left tomorrow, how much of it would actually last? In this special Year in Review ep...

[Interview] Listening Beyond Words, and Choosing What to Say No To | Oscar Trimboli 15.12.2025

How much of what matters most are you missing while you're listening? Not the words themselves (you're good at capturing those) but what's underneath them, between them, beyond them. Here's the uncomfortable truth: most of us believe we're better listeners than we actually are. We're busy preparing our response, managing the future, or distracted by the ping of the next urgent thing. Meanwhile, th...

[Solocast] From Proving Yourself to Backing Yourself 08.12.2025

Are you the bottleneck in your organisation? What if your greatest leadership contribution isn't solving every problem, but creating the conditions where others can thrive without you? I've been reflecting on a pattern I keep seeing in leaders—this constant pressure to prove our worth by being indispensable. Yet the organisations that truly transform are the ones where leadership doesn't depend on...

[Interview] Authentic Storytelling and Creating Lasting Impact in an AI World | Gabrielle Dolan 01.12.2025

What if the stories we're not telling are the very ones that could shape our organisations long after we're gone? In a world flooded with AI-generated content that sounds increasingly the same, I wonder what happens to the distinctly human act of storytelling. And here's the deeper question: are we waiting too long to make the changes that matter most? This conversation explores the enduring power...

[Solocast] How to Lead from the Edge of Things 24.11.2025

What if the most dynamic leadership doesn't happen in the stable center or the chaotic unknown, but right at the edge between them? And what if trying to control everything is actually keeping you from discovering what's possible? In this solo episode, I explore leadership through the lens of the coast — that fascinating space where land meets sea. The intertidal zone, where stability and change c...

[Interview] Building Great Teams, Shifting from "My" to "Our", and the Power of Being Good Humans | Colin Ellis 17.11.2025

What if the very language you use—from "my target" to "our target," from "my client" to "our client"—is either building or breaking the culture you're trying to create? And what if being constantly busy is actually preventing the very work that matters most? In this conversation, I'm catching up with my mate Colin Ellis in a traditional English pub in Winchester. Colin's a five-time best-selling a...

[Solocast] Three Leadership Distinctions That Matter: Curiosity vs. Inquisitiveness, Knowledge vs. Wisdom, and Heroing vs. Hosting 10.11.2025

What if the gap between being curious and creating real change is just one small action? And what if the leadership move you've relied on your whole career is actually limiting your impact? This short episode cuts through the noise to explore three powerful distinctions that can transform how you lead. These aren't abstract theories. They're practical frameworks that help you navigate the messy, c...

[Interview] Freeing Up Your Future, Redefining Success, and the Courage to Begin Again | Rachel Paris 03.11.2025

What if the pinnacle of success you've been climbing towards is actually a trap? When you finally make partner, win the promotion, or achieve the milestone you've been chasing for years, what happens when you discover it's not the answer? When the very achievement that was supposed to bring freedom instead leaves you feeling like a rat in a mill, just surviving from one deadline to the next? This...

[Solocast] The Four Questions That Transform Leadership Conversations: What, What Is, What If, and What Now 27.10.2025

What if the quality of your leadership came down to the quality of your questions? And what if shifting just one word in how you frame a question could completely change the direction of a conversation? Most leaders ask questions to get answers. But the real power lies in asking questions that unlock thinking, creativity, and action in others. This episode introduces a practical framework for aski...

[Interview] How to Build Solutions and Cultures That Last | James McCulloch 20.10.2025

What if the secret to lasting leadership impact isn't about building your legacy, but about accepting that you're just passing through? And what if the shift from trying to prove yourself to truly backing yourself changes everything about how you show up as a leader? This episode explores how moving from a hero mindset to a host mindset creates lasting change, and why focusing on embedded impact r...

[Solocast] Christmas Won’t Fix It 13.10.2025

What if the Christmas break you're desperately counting down to won't actually fix what's broken? And what if the way we're running our years (like we run our cars, pushing hard until we desperately need a service) is the very thing keeping us stuck in this exhausting cycle? In this solocast episode, I explore why most of us are caught in an infinite loop: work hard, get exhausted, take a break, r...

[Interview] Creating Connection in a Disconnected World, and Space Between the Logs | Jenny Brown 06.10.2025

What if the most powerful thing you could do as a leader isn't delivering results or driving change—but simply seeing and hearing the people around you? Today I'm joined by Jenny Brown. Jenny grew up in apartheid South Africa, classified as a ‘coloured’ person, where she learned what it means to navigate between worlds—not quite belonging fully anywhere, but developing an extraordinary ability to...

[Solocast] How to Create Your Life By Design 29.09.2025

What if the life you're living by default could become the life you're crafting by design? And what if the difference between drifting and deliberately creating your future comes down to one intentional weekend with the person who matters most? In this solocast, I share what happened when my partner Gillian and I carved out a weekend to create our 'Life by Design' plan. It wasn't about rigid bluep...

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