Dig Deeper

Digby Scott
Dig Deeper
Latest episode

65 episodes

  • Dig Deeper

    [Solocast] How to Read the Room

    13/04/2026 | 7 mins.
    Have you ever missed the moment? Something shifted in a conversation or a meeting, and by the time you noticed, you were already playing catch up. In a world that's systematically eroding our capacity for sustained attention, how do we stay genuinely tuned in when it matters most?
    This episode introduces a practical framework for sharpening your attention in the room. Drawing on the work of philosopher Simone Weil, who called attention the rarest form of generosity, Digby explores why treating attention as a deliberate leadership practice is one of the most powerful things you can do right now.
    In this episode, we cover:
    Why our capacity for sustained attention is under serious pressure and what that means for leaders
    The four lenses of attention: personal, relational, directional, and contextual
    How to read what's happening in a room and respond well when it counts
    Practical ways to apply each lens in your next conversation or meeting
    Three reflection questions to help you identify which lens you lean on and which you tend to neglect

    Other references
    Stolen Focus | Johan Hari
    Four Lenses Download
    How to Read the Room Blog version

    Check out my services and offerings https://www.digbyscott.com/
    Subscribe to my newsletter https://www.digbyscott.com/subscribe
    Follow me on LinkedIn https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

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

    06/04/2026 | 53 mins.
    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 the culture will follow. But culture isn't built in documents. It's built in the thousands of conversations happening, or not happening, every single day.
    Emma Gibbens is a strategic communications expert, author of Anatomy of Conversation, and someone who has spent her career helping leaders and organisations have the honest, courageous conversations that actually shift things. With a background in international political campaigning across multiple countries and cultures, Emma brings a rare combination of directness and warmth. She understands, from the inside, how conversations can build bridges or quietly erode them and she's passionate about what becomes possible when we stop avoiding what most needs to be said.
    In this episode, you'll explore:
    How conversations function as the invisible infrastructure of culture, shaping what's possible long before strategy is ever implemented
    Why the cost of silence can be just as damaging as the cost of brutal honesty, and what leaders consistently underestimate about both
    How to distinguish constructive honesty from brutal honesty, and why the difference lives in intention rather than content
    Why creating a deliberate, structured container for difficult conversations is far more effective than letting them seep into gossip and corridor chatter
    How awareness of power dynamics transforms the conversations you lead, and what stepping out of the content and into the role of host actually looks like
    Why knowing what you want, and preparing your energy, matters as much as anything you say in a difficult conversation
    How fitting in and belonging are not the same thing, and what it takes to build cultures where people bring their full selves

    References:
    Brené Brown: Belonging vs Fitting In
    Adam Grant: The "Mount Stupid" Model
    Murmurations (Starlings)
    Georgia Murch Episode
    Oscar Trimboli Episode
    Anatomy of a Conversation | Emma Gibbens
    White Paper | Emma Gibbens

    Timestamps:
    (00:00) - Conversations as Cultural Infrastructure
    (21:24) - Conversations as Core Business Process
    (28:45) - Creating a Feedback-Rich Culture
    (29:59) - The Role of Conversation Containers
    (32:10) - Power Dynamics in Conversations
    (40:11) - Resolving Friction Through Conversation

    You can find Emma at:
    Website: www.emmagibbens.com
    LinkedIn: https://www.linkedin.com/in/emma-gibbens/

    Check out my services and offerings https://www.digbyscott.com/
    Subscribe to my newsletter https://www.digbyscott.com/subscribe
    Follow me on LinkedIn https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

    [Solocast] Being a Student of Humanity

    30/03/2026 | 8 mins.
    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, curious, patient, and unrelenting in their effort to understand what makes people tick.
    In this episode, you'll discover why reading the room matters more than reading the latest leadership title, how Harvard researcher Amy Edmondson's work on psychological safety points back to how well leaders understand fear in human beings, and why calibrating yourself is every bit as important as reading others.
    You'll walk away with:
    Why the gap between leadership learning and people-studying is costing you and your team
    The two directions of study that every effective leader needs to develop: outward and inward
    What Peter Drucker's landmark Harvard Business Review essay "Managing Oneself" tells us about the rigour of self-knowledge
    A surfing metaphor that reframes what it means to lead with fluency rather than force
    Four practical ideas you can start using today to become a more astute student of the people around you
    The distinction between caring about your people and actually studying them

    Whether you're leading a large organisation or a small team, this episode is an invitation to treat the people around you as your greatest source of learning. Because you can't read the room if you don't know how you distort it.
    Check out my services and offerings at https://www.digbyscott.com/
    Subscribe to my newsletter at https://www.digbyscott.com/subscribe
    Follow me on LinkedIn at https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

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

    23/03/2026 | 40 mins.
    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 around you too.
    What if the shift that changes everything in your leadership isn't about acquiring more knowledge or developing another competency, but about letting go of the performance? This episode is an exploration of what becomes possible when leaders trade the polished, textbook version of themselves for something more real. We dig into the relationship between authenticity and energy, vulnerability and performance, and why learning together with your team might be the most underrated leadership practice available to you right now. What's possible here when you stop trying to be the one with all the answers?
    Rita Cincotta is a leadership expert, coach, and consultant with 25 years of experience supporting leaders across Australia. She's the founder of The Deliberate Leader, author of two books on leadership, and is currently pursuing a PhD to rigorously test whether deliberate leadership is genuinely distinct from other leadership approaches. Rita brings rare intellectual depth and disarming human warmth to this conversation and she models everything she talks about, right from the first moment. In this episode, you'll explore:
    How the image of having it all together can quietly push your people further away
    Why reconnecting with your purpose as a leader is the source of the energy your team needs from you
    How a single piece of feedback, being called a "textbook reader" and became a turning point in how Rita led
    Why psychological safety isn't just a culture initiative, but a daily practice that starts with you
    How leading with an L plate changes the dynamic between you and your team in profound ways
    Why balancing empathy with performance becomes easier, not harder, when you lead human first
    How vulnerability at a senior level creates a ripple effect that lifts the energy of an entire team
    Why contributing to the learning of others not having the answers is where lasting leadership impact lives

    Timestamps:
    (00:00) - The Burden of Perception
    (10:10) - The Shift to Authenticity
    (20:47) - Embracing Vulnerability in Leadership
    (26:47) - Human First: Balancing Performance and Empathy
    (30:06) - The Messiness of Life and Leadership
    (36:39) - Learning Together: The Power of Contribution
    Other References
    You are how you lead | Rita Cincotta
    Swinburne University of Technology
    Manaaki Tāngata | Victim Support NZ
    Home and Away TV Show
    Mike House Podcast Episode
    James McCulloch Podcast Episode
    Deal In Energy Blog
    Upgrade your Identity Blog
    Forget Time Management, Master These Disciplines Instead Blog
    Leading Lasting Impact

    You can find Rita at:
    Website: https://thedeliberateleader.com.au/
    LinkedIn: https://www.linkedin.com/in/rita-cincotta-80a1263/
    Check out my services and offerings https://www.digbyscott.com/
    Subscribe to my newsletter https://www.digbyscott.com/subscribe
    Follow me on LinkedIn https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

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

    16/03/2026 | 3 mins.
    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 connection in an otherwise ordinary day.
    This episode starts with a story from an ordinary morning in a coffee shop that stopped me in my tracks. It's a story about two places, two very different choices, and what it reveals about the kind of leader you're choosing to be every single day.
    You'll discover why attention, not talent or strategy, is the real currency of trust, how the smallest interactions shape loyalty more than most leaders realise, and why making people feel seen doesn't require anything extraordinary. It just requires intention.
    I'll walk you through:
    Why the difference between a leader people want to follow and one they don't often has nothing to do with skill or resources
    How a headmaster in a school of 900 kids used one simple practice to shape the people around him
    The distinction between doing excellent work and giving people your attention — and why both matter
    Two honest questions to sit with about how seen you make your people feel
    Why this doesn't need to be big stuff — it just needs to be human stuff

    Whether you're leading a large organisation or a small team, this episode is a gentle reminder that the most impactful thing you can do today might take less than thirty seconds.
    Check out my services and offerings at https://www.digbyscott.com/
    Subscribe to my newsletter at https://www.digbyscott.com/subscribe
    Follow me on LinkedIn at https://www.linkedin.com/in/digbyscott/

More Business podcasts

About 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.com/ And follow me on LinkedIn here: https://www.linkedin.com/in/digbyscott/
Podcast website

Listen to Dig Deeper, Prof G Markets and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features