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Dig Deeper

Digby Scott
Dig Deeper
Latest episode

90 episodes

  • Dig Deeper

    [Interview] Gloriously Messy Humans, Honest Feedback, and Getting Out of the Way | Celena Harry

    12/10/2026 | 48 mins.
    Have you ever found out that something you were doing to help was actually getting in the way? You had good intent, and knew exactly what you were trying to do for your team. Then someone told you, in much kinder words, to get out of the way.
    This episode is about the gap between what you intend and what people actually experience (and, what to do when you find one of those gaps in your own leadership). Celena Harry and I get into how to go looking for that feedback without making a production of it, why the best work a leader does is often the work nobody sees, and what it takes to stop telling yourself the worst version of the story.
    You’ll learn:
    Why your intent matters far less than your impact, and how to tell the difference
    Three questions that close the gap between the impact you want and the impact you are actually having
    How to ask for feedback in a way that gets you something useful back
    Why the best work a leader does is often invisible, and how to get comfortable with that
    How perfectionism shows up as an inner critic, and what it costs the people around you
    How to work out whose opinion genuinely matters to you

    Celena Harry is Chief People Officer at Ando Insurance and previously held the same role at Mitre 10. She has spent more than two decades helping organisations grow through great leadership, strong culture, and a healthy dose of pragmatism.
    Away from work, Celena is a mum of two and stepmum of three talented young adults, and cat mum to a feline who has very clear views on household leadership. Proud to hail from West Auckland, she’s built her career on keeping things practical, people-focused, and refreshingly free of corporate jargon.
    Whether she’s talking leadership, culture transformation, or what it takes to create a fantastic workplace, Celena believes the best conversations are honest, human and grounded in real life. And if those conversations happen to be accompanied by a 90s rock soundtrack, even better.
    Timestamps:
    (00:00) - Introduction
    (02:22) - The feedback that changed how she leads
    (03:48) - What getting in the way actually looked like
    (05:17) - Handing over the stage, and what happened next
    (07:00) - Wind beneath my wings: the work nobody needs to know you did
    (09:34) - Why people are led by their leader, not by HR
    (11:59) - Getting braver, and what changed when she went contracting
    (15:38) - What Playcentre taught her about the human condition
    (17:57) - Separation, redundancy and Dare to Lead in 2020
    (20:37) - How to catch the story you are telling yourself
    (22:57) - Dual awareness, and finding language for your own state
    (28:25) - Perfectionism, and who is actually in your arena
    (33:53) - Leading for impact when your impact is indirect
    (36:54) - The three questions that close the intent and impact gap
    (38:48) - A practical way to find out how you are landing
    (42:13) - Gloriously, beautifully messy humans
    (45:21) - Reflections
    You can find Celena at:
    LinkedIn: https://www.linkedin.com/in/celenaharry/
    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] Answer the Question, Not the Brief

    28/09/2026 | 6 mins.
    When one of your people brings you work that's accurate, well researched and clearly argued, and it still goes nowhere, where do you look for the reason? At the decision maker who ignored the evidence? Or at what your person couldn't see from where they were sitting?
    In this solocast, I start with a CFO placement I lost early in my career as a recruitment consultant. I had the strongest candidate on the shortlist and still missed, because I'd answered the brief without asking what the client was really trying to solve. From there I look at research from Gerald Ferris and colleagues showing that intelligence and the ability to read a room are separate capabilities. That's why context is something you need to teach your people rather than hope they pick up. You'll come away with three things to keep in front of your people, and a question that might change what you hand over next.
    You'll learn:
    Why a strong shortlist still lost the CFO role, and the three questions that would have changed the outcome
    Why clever and savvy are separate capabilities, and what the research says about which one predicts performance
    How most people actually learn context, and why neither route counts as a development plan
    The three things your people need to weigh up to get an idea across the line: content, circumstances and consequences
    How to walk alongside your people while the work is still taking shape, rather than after it's failed
    Why handing over context does more for your people than handing over corrections
    The question to ask yourself about what you know and haven't said out loud

    Timestamps
    (00:00) Introduction
    (00:10) The CFO placement I got wrong
    (01:52) Answering the brief and missing the real question
    (02:09) When great work isn't enough
    (02:52) Clever people and astute people
    (03:38) Context is taught
    (04:25) Content, circumstances and consequences
    (05:22) Giving context rather than the answer
    (05:46) A question for you
    Check out my services and offerings https://www.digbyscott.com/
    Subscribe to my newsletter https://www.digbyscott.com/thoughts#subscribe
    Follow me on LinkedIn https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

    [Interview] Leading a City for Lasting Impact | David MacLennan

    21/09/2026 | 40 mins.
    What if the most powerful thing you can do to lift your team's performance isn't to add more, but to remove what's getting in the way? And what does a sheep meat trade ban in Mexico have to do with how one CEO is building a high-performing city?
    In this conversation, David MacLennan and I get into what 15 years of diplomacy teaches you about leading without authority, a trade crisis that became his most formative leadership moment, and a framework he's built his entire organisation around. We land somewhere worth sitting with: the job of a leader might be less about what you add and more about what you remove.
    David MacLennan is the CEO of the City of Vincent in Perth, Western Australia, named the second most livable city in Australia last year. He is also Chair of the Australian Urban Design Research Centre at the University of Western Australia. He spent 15 years as a diplomat with the Department of Foreign Affairs and Trade, fluent in Spanish, with postings to Papua New Guinea, Mexico City, Lima, and London. During his time in Lima, he was awarded the Order of Merit for Distinguished Services, Commander Grade, by the President of Peru for his contribution to Peru's hosting of the 2008 APEC Leaders Summit. Before joining local government, he was Assistant Director General at the WA Department of Planning, Lands and Heritage. He holds a Bachelor of Arts from UWA and a Master of Management from ANU and has been at the City of Vincent since 2018.
    We get into:
    How a trade ban on Australian sheepmeat became the leadership lesson David still draws on today
    Why the CEO's job is best understood as pain management: finding and removing what stops people doing their best work
    How the City of Vincent gave a whole community permission to lead their own streets, and what that says about leadership at scale
    What it looks like to get an entire organisation into flow state, and how David accesses his own
    Why the problems in your work life never go away, and what that actually means for how you grow

    Timestamps:
    (00:00) - Introduction
    (01:40) - From small-town WA to diplomat: David's unlikely career arc
    (06:52) - The Mexico sheep meat crisis, and what no one saw coming
    (11:55) - The lesson that stayed: step up when no one else will
    (17:24) - Clever, creative, courageous: running a city with limited resources
    (21:11) - Town Teams and giving a whole community permission to lead
    (24:52) - Performance equals potential minus interference
    (29:41) - Getting an entire organisation into flow state
    (30:56) - How David accesses his own flow state
    (32:30) - From individual performance to a culture of high performance
    (37:44) - Reflections and where to find David
    You can find David MacLennan at:
    LinkedIn: https://www.linkedin.com/in/david-maclennan-35724334/

    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] Intent Determines Impact

    14/09/2026 | 10 mins.
    Someone comes to you with a problem. What's your first move? For a lot of us, there's a pull to just solve it, hand over the answer, and feel useful. It's a natural instinct. It's also, more often than not, the least helpful thing you can do.
    This episode walks through a model I've used in workshops for years: five levels of intention, from combatant at the bottom right up to co-creator at the top. Each level sounds different, asks different questions, and leaves the other person with something different. Underneath it all is one idea: intent determines impact. Your technique matters less than what you're actually trying to do underneath the words.
    In this solocast, you'll get:
    The five levels of intention, from combatant through to co-creator, and what each one sounds like in a real conversation
    Why solving someone's problem for them can quietly teach them nothing but the shape of your answers
    A second lens, attention in, attention out, and a tension between, that's arguably more useful than the levels themselves
    Why your job gets easier, not harder, once your attention shifts off yourself
    A simple fishing metaphor for the difference between catching someone's fish and teaching them to fish
    One thing to try this week: picking a single conversation and moving up just one level

    Timestamps
    (00:09) The pull to give someone the answer, and why it's not actually help
    (02:08) The ladder: level zero, the combatant, and level one, the troubleshooter
    (04:08) Level two, the advisor, and level three, the enabler
    (06:27) Level four, co-creator, and the second lens: attention in, out, and between
    (08:32) Your centre of gravity, and one thing to try this week

    I've put the whole model, all five levels, the questions that go with each one, and the fishing language, into a free one-page PDF. Download it here: https://digbyscott.com/five-levels-of-intention
    There's also a longer written version of this model on my website: https://digbyscott.com/thoughts/intent-determines-impact
    Check out my services and offerings: https://www.digbyscott.com/
    Subscribe to my newsletter: https://www.digbyscott.com/thoughts#subscribe
    Follow me on LinkedIn: https://www.linkedin.com/in/digbyscott/
  • Dig Deeper

    [Interview] Learning to Challenge | Francois Barton

    07/09/2026 | 51 mins.
    How do you know if the way you're showing up as a leader is actually landing the way you mean it to?
    Francois Barton has spent years learning to host, not control. As chief executive of New Zealand's largest CEO group, his job isn't to have the answers, it's to set the table and get out of the way. In this conversation he talks candidly about the moment a partner pointed out the gap between his intention and his impact, why tenure can sharpen a leader or dull them, and the shift he's now navigating: from curating conversations to challenging what's actually being said in them.
    Francois Barton is chief executive of the Business Leaders' Health and Safety Forum, New Zealand's largest CEO membership group. More than 440 chief executives, representing over a quarter of the country's workforce, are part of it. Francois helped found the Forum back in 2009 and has led it since 2015. Twenty years working across business and government in policy, strategy and regulation shaped a belief that sits at the centre of his work: progress only comes when leaders confront difficult realities together.
    You'll hear:
    Why Francois thinks of himself as a curator, not an expert
    How a spare afternoon with one visiting CEO turned into a Forum-wide way of connecting leaders
    What "the sweat's on the right back" taught him about caring less what people think
    Why tenure can be a strength or a trap, and what decides which
    How his partner's honest feedback exposed his own intention-impact gap
    Why he doesn't trust "skinny cooks" in leadership
    What's pulling him from hosting conversations toward challenging what's said in them

    Timestamps:
    (00:00) - Introduction
    (02:05) - Catching up, turning 53
    (04:18) - What Francois is still holding onto
    (06:44) - Curating vs controlling
    (08:09) - The intention-impact gap
    (10:35) - Inside the Business Leaders' Health and Safety Forum
    (15:12) - Does tenure sharpen or dull a leader?
    (21:41) - What's missing in leaders who've gone stale
    (24:15) - Why Francois doesn't trust "skinny cooks"
    (27:37) - How the CEO connection lunches started
    (30:30) - What Francois deliberately doesn't do as host
    (33:58) - Where the real value actually lives
    (38:15) - Risk, relationships, and resourcing
    (41:21) - From curator to challenger
    (44:46) - What surfaced in this conversation
    (47:57) - Where to find Francois
    (48:34) - Digby's reflection and sign-off
    You can find Francois at:
    Website: https://www.forum.org.nz/
    LinkedIn: https://www.linkedin.com/in/francois-barton-6a040b11/
    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/
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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/
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