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Digby Scott
Dig Deeper
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  • 45. Three Leadership Distinctions That Matter: Curiosity vs. Inquisitiveness, Knowledge vs. Wisdom, and Heroing vs. Hosting
    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, complex situations leaders face every day.You'll discover:Why curiosity by itself isn't enough, and the one action that turns wondering into wisdomThe crucial difference between knowing what to do and understanding when to do it (and when not to)How shifting from hero to host leadership creates sustainable impact and brings out the best in your teamWhy heroing might feel productive while hosting builds resilience, innovation, and genuine engagementThis is a bite-sized episode designed for leaders who want practical insights they can apply immediately. Pick one distinction, experiment with it, and notice what shifts.Whether you're leading a team meeting, navigating uncertainty, or simply wanting to deepen your leadership practice, these three distinctions offer a fresh lens on what makes leadership truly impactful.Check out my services and offerings https://www.digbyscott.com/Subscribe to my newsletter https://www.digbyscott.com/subscribeFollow me on LinkedIn https://www.linkedin.com/in/digbyscott/
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  • 44. Freeing Up Your Future, Redefining Success, and the Courage to Begin Again | Rachel Paris
    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 conversation explores what happens when we pause long enough to ask whether the life we're living is actually the life we want. Rachel Paris shares her journey from corporate law partnership to becoming a novelist, revealing how crisis can become catalyst, how the skills that made us successful in one domain become secret weapons in another, and why freeing up your future might mean letting go of the one you thought was already set. We get into the tension between security and creativity, physical presence and emotional presence, and what it truly means to redefine success on your own terms.Rachel Paris is a former partner at Bell Gully, one of New Zealand's most prestigious law firms, where she specialised in banking and finance for over a decade. After walking away from partnership, she became a bestselling novelist with her debut crime thriller "See How They Fall." Her sister's cancer diagnosis became the catalyst for change, prompting her to question whether surviving each day was any way to live a life. Rachel's journey from Harvard Law graduate to creative writer offers a fascinating lens on how professional skills translate across domains and what becomes possible when we give ourselves permission to begin again.You'll discover:Why the partnership track in professional services can become a trap rather than a destination, and how to recognise when you're caught in itHow to shift from physical presence to emotional presence in both work and family lifeWhy redefining success requires asking what truly sustains you rather than what society says you should achieveHow professional training in law, accounting, or other demanding fields creates unexpected advantages in creative pursuitsWhy being your own agent of change means not waiting for crisis to force your handHow to navigate the guilt and fear of letting people down when walking away from senior positionsWhy creating space for others to step up can reframe career transitions from selfish to generous actsHow the wrestle of expressing something in your own words makes us human in an age of AIOther ReferencesThe Answer Trap Kate ChristiansenHumankind by Rutger BregmanOpenAIBell Gully Law FirmSee How They Fall by Rachel ParisTimestamps:(00:00) - From Corporate Law to Creative Freedom(23:12) - Redefining Success and Embracing Change(27:07) - The Journey of Self-Discovery(29:24) - Navigating Career Transitions(32:11) - The Impact of Legal Training on Creativity(34:33) - Creativity in the Age of AIYou can find Rachel at:Website: https://rachelparisauthor.comLinkedIn:
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  • 43. The Four Questions That Transform Leadership Conversations: What, What Is, What If, and What Now
    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 asking better questions – four simple categories that can transform how you lead meetings, drive strategy, and navigate complexity. Whether you're facilitating a team discussion, making a tough decision, or trying to move beyond surface-level conversations, these questioning techniques will shift what's possible.You'll discover:The four types of questions every leader needs to master: "what", "what is", "what if", and "what now"Why "what" questions clarify focus and set the stage for meaningful dialogueHow "what is" questions help you uncover the real issues beneath the surfaceWhy "what if" questions ignite creativity and open up new possibilitiesHow "what now" questions drive action and accountabilityA practical quadrant model you can use to structure any conversationSimple techniques for naming shifts in your questioning to enhance clarityWhy progression matters more than perfection when developing your questioning practiceThis is a short, practical episode designed to give you an immediately useful tool. The goal isn't perfection – it's progression. Pick one type of question, experiment with it in your next conversation, and notice what shifts.Whether you're preparing for a strategic discussion, wanting to deepen team engagement, or simply curious about how to facilitate better conversations, this framework offers a clear path forward.Related EpisodesKP on Breaking Out of 'Answer Mode': https://dig-deeper.captivate.fm/episode/26-breaking-out-of-answer-mode-building-collective-wisdom-and-the-village-that-raises-leaders-kirsten-patterson/Kate Christiansen on Escaping the 'Answer Trap': https://dig-deeper.captivate.fm/episode/32-escaping-the-answer-trap-and-why-slowing-down-speeds-you-up/Simon Dowling on Why Creating Space Matters More Than Efficiency: https://dig-deeper.captivate.fm/episode/18-why-creating-space-matters-more-than-efficiency-simon-dowling-on-intentional-leadership/The Questions Toolkit: digbyscott.com/questionstoolkitCheck out my services and offerings https://www.digbyscott.com/Subscribe to my newsletter https://www.digbyscott.com/subscribeFollow me on LinkedIn https://www.linkedin.com/in/digbyscott/
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  • 42. How to Build Solutions and Cultures That Last | James McCulloch
    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 rather than personal legacy might be the most powerful leadership practice of all. We dive into the confidence that comes with experience, the urgency that emerges from accepting impermanence, and the art of creating solutions that endure long after you've moved on.James McCulloch is the CEO of Victim Support New Zealand, where he's led one of the country's most remarkable organisational transformations. His perspective has been shaped by managing high-profile parks in the heart of London, navigating complex turnarounds, and now wrestling with the tension between ambition and balance as a seasoned leader. James brings a systems-aware approach to leadership that embraces both vulnerability and fierce determination.You'll discover:How to shift from needing external validation to backing yourself with genuine confidenceWhy thinking of leadership roles as fixed-term rather than permanent creates productive urgencyHow to build embedded solutions that create lasting impact beyond your tenureWhy moving from "my legacy" language to "our impact" transforms team dynamicsHow vulnerability among leadership teams forges stronger bonds through adversityWhy the travelling CEO who over-promises creates more damage than helpHow to balance the drive for meaningful impact with sustainable work-life integrationWhy learning from your predecessors while avoiding the trap of constant comparison mattersTimestamps:(00:00) - The Impact Over Legacy Mindset(12:15) - Shifting from Proving to Backing Yourself(21:11) - The Concept of Passing Through(32:18) - Building Lasting Change: Strategies for Sustainable Impact(37:58) - Balancing Ambition and Life: The Tension of Leadership(43:11) - The Handover: Learning from PredecessorsOther ReferencesWe are all Fixed TermSir Ashley Bloomfield on When Leaders Are Human: Navigating Complexity With IntegrityInspire GroupJim Collins and Level 5 LeadershipInternational Coach FederationInternational Parks FederationIntercontinental Hotel WellingtonGuild Hall, LondonYou can find James at:Website: https://victimsupport.org.nz/LinkedIn: https://www.linkedin.com/in/james-mcculloch-65a2931b/Check out my services and offerings
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  • 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, repeat. We've all navigated some gnarly challenges this year, and it's tempting to think a few weeks off will sort everything out. But here's the truth: Christmas won't fix the underlying problems.You'll learn:Why the car metaphor for productivity is sabotaging your wellbeingHow tending a plant offers a better framework for sustainable workThe distinction between downtime and due time (and why both matter)Why discovery is just as essential as delivery for doing your best workHow to reclaim more agency over your time than you might thinkWhat it means to design your life with genuine intentionHow leaders can create conditions where people actually thriveWhether you're heading into the break feeling depleted, or you're curious about creating a more sustainable rhythm for 2026, this conversation will challenge how you think about rest, renewal, and what's actually possible when you shift from running your life to designing it.This isn't about working less. It's about working differently. And it starts with questioning the beliefs we hold about productivity, downtime, and what it means to craft a life that's genuinely worth living.Check out my services and offerings https://www.digbyscott.com/Subscribe to my newsletter https://www.digbyscott.com/subscribeFollow me on LinkedIn https://www.linkedin.com/in/digbyscott/Life By Design Webinar: https://digbyscott.com/lifebydesignHow to Create Your Life By Design: https://digbyscott.com/thoughts/how-to-create-your-life-by-designUnhurried Productivity: https://digbyscott.com/thoughts/fresh-insights-on-unhurried-productivity

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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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