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Late Night Leadership

Late Night Leadership

Written by: Kate Nicholroy and Maddie Fox
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For forward-thinking senior leaders who want to strengthen their leadership and build teams that thrive. We explore what shapes culture, how teams can think and work better together and the real challenges that show up inside organisations.

Copyright 2025 All rights reserved.
Economics
Episodes
  • Confident or Vulnerable? Leading when the plan is a best guess
    Oct 9 2026
    This episode explores the tension between confidence and vulnerability in leadership, showing when each serves you and when it can harm outcomes. Confidence vs Vulnerability: How Much Should a Leader Show? You're asking investors to back a plan you know is partly a best guess, or you're a few weeks into a new role and everyone's waiting for you to set direction in a business you've barely got to know. Kate and Maddie look at the pull between projecting confidence and being open about what you don't know yet: what each one does for you, what happens when you lean too far either way, and how to work out which end you tend to default to. In this episode Why the most confident voice in the room tends to win the argument, even when it isn't the right oneOverestimation, overplacement and overprecision: three kinds of overconfidence, and the signs you might be leaning on one of themA neurosurgeon who pairs complete certainty about what needs to happen with an open conversation about the optionsProcess, outcome and emotional vulnerability, and why it's usually the emotional kind that makes leaders want the ground to swallow themWhen sharing how you feel helps your team, and when it hands them something heavy to carry Try this: this week, pair confidence with vulnerability in the way you talk to your team. If you tend to lead with uncertainty, swap "I don't know if this will work" for something like "There are parts of this project I'm still working out, and I'm confident in our ability to figure them out together." If you tend to lead with certainty, try "I'm confident this is the right direction, and please tell me if there's anything else we should be thinking about." Notice which one felt harder to say, as that's probably a clue about which end of the spectrum you spend less time at. Over to you Kate has said "overindex" so many times while planning this series that it's stopped sounding like a word. If you've got a better one, we'd love to hear it. Write to us at hello@latenightleadership.com. Research and resources Jessica A. Kennedy, Cameron Anderson and Don A. Moore (2013), "When overconfidence is revealed to others: Testing the status-enhancement theory of overconfidence", Organizational Behavior and Human Decision Processes. The research behind the idea that confidence, even when it isn't justified, raises your status with peers. https://escholarship.org/uc/item/4d61t8rgDon A. Moore and Paul J. Healy (2008), "The trouble with overconfidence", Psychological Review. Where the three "overs" come from. https://pubmed.ncbi.nlm.nih.gov/18426301/Brené Brown, Atlas of the Heart (2021). Grounded confidence, humility, armouring, and "I'm here to get it right, not to be right", a line that came out of her Dare to Lead research. [ADD LINK]Brené Brown, "The power of vulnerability", TED talk (2010). Vulnerability as uncertainty, risk and emotional exposure. https://www.ted.com/talks/brene_brown_the_power_of_vulnerabilityEdgar H. Schein, Humble Inquiry: The Gentle Art of Asking Instead of Telling (2013; second edition with Peter Schein, 2021). Asking questions as an act of vulnerability that builds trust, and a very thin book, if you want something to read next. Kevin Novak on three types of vulnerability in leadership: process, outcome and emotional. https://www.2040digital.com/change-and-transformation-leadership/leading-with-measured-vulnerability/ Past episode: the 15 Commitments of Conscious Leadership (Jim Dethmer, Diana Chapman and Kaley Klemp), and being "above" or "below the line". Season 1, Episode 2: how-culture-is-shaped-leaders-foundersPast episode: emotional contagion. Season 1, Episode 2: how-culture-is-shaped-leaders-foundersFurther reading: the idea that showing vulnerability after you've shown competence makes you more likeable is often traced to Elliot Aronson's "pratfall effect" research from the 1960s, though later studies have found the effect depends a lot on context. Next episode 23rd October: Our embodied leadership special. The easiest way to find out what that is? Listen next time. Enjoying the show? Follow us on Spotify or Apple Podcasts, and a rating or review makes a real difference to a small podcast like ours. About your hosts Kate Nicholroy (Good Ideas Agency, https://www.goodideasagency.com) and Maddie Fox (MadFox Group, https://www.madfoxgroup.com) are coaches who work with senior leaders and their teams, and Late Night Leadership grew out of the conversations we kept having with them. Produced by Tim Fox. Music by Richard Flindell. Late Night Leadership was formerly A Curious Space.
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    32 mins
  • Welcome to Late Night Leadership: Why some leadership problems aren't meant to be solved
    Sep 25 2026

    Why some leadership problems aren't meant to be solved

    We're back, with a new name and a new season! If you found us before as A Curious Space, it's still the two of us, with all the research, ideas and experience you know, but Late Night Leadership is focused on leadership itself: the joys, challenges and tensions that make it so interesting, talked through the way you would late at night with a trusted friend (the thoughtful kind of late night, not the 3am panic).

    This launch episode introduces Season 1, The Leader in the Room, which is all about leading yourself. Some leadership problems have a clear answer, so you make the call and move on. Others are polarities, where two things are true at once and pull you in opposite directions, like short-term results and long-term strategy, control and autonomy, or caring for people and driving performance. Treat those as problems to fix and leaders can burn out and teams can stall, and there's some real relief in realising the tension was never meant to resolve.

    In this episode - What a polarity is, and how it differs from a problem you solve once - What over-indexing looks like, with the classic numbers person and people person example - Why the discomfort of holding a tension makes us want to jump to a resolution, and why tolerating it for a little longer can lead to a better choice - Using what's happening in your body as data, and a return to the above and below the line model from Series 1 - Standing your ground without losing yourself, and why "I didn't have a choice" is worth getting curious about - What's coming this season: confidence vs vulnerability, conviction vs curiosity, standing your ground vs preserving the relationship, a deep dive into embodied leadership, and a few guest conversations along the way

    Try this Before the next episode, pick a challenge you're facing, ideally one that keeps coming back. Can you see it as a polarity? What's the opposite of the choice you keep making, and does looking at it that way give you a different perspective or a different way forward?

    Over to you What's the tension you feel most as a leader? Write and tell us at hello@latenightleadership.com, because we'd love to weave listeners' tensions into episodes as the series goes on..

    Over to you What's the tension you feel most as a leader? Write and tell us at hello@latenightleadership.com, because we'd love to weave listeners' tensions into episodes as the series goes on.

    Research and resources - The 15 Commitments of Conscious Leadership by Jim Dethmer, Diana Chapman and Kaley Warner Klemp, the source of the above and below the line model: https://conscious.is/15-commitments - From our back catalogue: Series 1, Episode 2, "How culture is shaped: leaders and founders", where we first talked about the line model: https://latenightleadership.com/episode/2-how-culture-is-shaped-leaders-founders - Further reading: Polarity Management: Identifying and Managing Unsolvable Problems by Barry Johnson, the book that much of today's thinking about polarities grows from: https://www.polaritypartnerships.com/products

    Next episode Friday 9 October: confidence vs vulnerability, where each helps and where it gets in the way.

    Enjoying the show? Follow us on Spotify or Apple Podcasts, and if you enjoyed our earlier seasons, a rating or review makes a real difference to a small podcast like ours. The whole back catalogue is still in this feed and on our new website: https://latenightleadership.com

    About your hosts Kate Nicholroy (Good Ideas Agency, https://www.goodideasagency.com) and Maddie Fox (MadFox Group, https://www.madfoxgroup.com) are coaches who work with senior leaders and their teams, and Late Night Leadership grew out of the conversations we kept having with them.

    Produced by Tim Fox. Music by Richard Flindell.

    Late Night Leadership was formerly A Curious Space.

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    13 mins
  • 14. No Fear, No Filter: Building a Team That Tells You the Truth
    Jul 10 2026
    Late Night Leadership: Psychological Safety

    Season finale

    In this episode, Kate and Maddie explore psychological safety: what it actually means, why most people get it wrong, and the specific leadership behaviours that create it.

    Drawing on Amy Edmondson's book The Fearless Organisation, they make the case that psychological safety is not about comfort, being nice, or avoiding conflict. It is the belief that your work environment is safe for interpersonal risk-taking. And it lives at team level, which means any leader can create it, regardless of what the wider organisation is doing.

    What you'll hear in this episode:

    Why psychological safety is not the same as comfort or harmony, and why falsely harmonious teams can have very low safety.

    The neuroscience behind fear: what actually happens in your brain when you do not feel safe, and why even brilliant, experienced people will stay silent.

    How Google's Project Aristotle found psychological safety to be the single biggest factor in high-performing teams, and why Edmondson describes it as "taking the brakes off."

    The real cost of not having it, from the Volkswagen emissions scandal to the Pan Am disaster, and what those examples reveal about the weight of hierarchy.

    Edmondson's three-part framework for building psychological safety as a leader:

    1. Set the stage. Frame the work in a way that normalises failure, makes clear that input is needed, and gives people permission to speak honestly. Kate shares how reframing a feedback question from "what could Kate do better?" to "what advice do you have for Kate?" changed everything she got back.

    2. Invite participation. Ask questions you genuinely do not know the answer to. Build structures that make contribution normal, from brain trusts (Pixar) to failure-sharing lunches.

    3. Respond productively. Appreciate honesty even when the news is bad. Reward effort and learning, not just success. And yes, still hold people accountable when behaviour crosses a clear line: dealing with genuine violations actually increases safety for everyone else.

    Practical takeaways for leaders:

    Name your own part in what went wrong before asking others to do the same.

    Try an aspirational question in your next team meeting. Rather than asking what has gone wrong, ask: "What is stopping this being as good as we want it to be?" or "What am I not seeing here?"

    Use the "what's your 2%?" prompt to make shared accountability feel manageable. Everyone can admit 2%.

    Experiment with the pre-mortem: assume the project has failed, then explore why. It surfaces risks early, and it is a gift for natural catastrophisers.

    Ask directly: "What is one thing I could do to help the team feel safer taking risks?"

    Referenced in this episode:

    The Fearless Organisation by Amy Edmondson

    Google's Project Aristotle

    Pixar's Brain Trust

    Patrick Lencioni on vulnerability-based trust

    Nancy Kline's Time to Think

    Carol Dweck's growth mindset research

    Wells Fargo and the Volkswagen emissions scandal as case studies in the cost of low safety

    A note from Kate and Maddie:

    This is the last episode before a summer break. Season three launches in September and will focus entirely on leadership. If you have taken something from this series, we would love to hear from you: hello@acuriousspacepodcast.com

    About the Hosts

    Kate Nicholroy is a systemic team coach and facilitator working with senior leadership teams across the UK to help them think and work better together. She is founder of the Good Ideas Agency (www.goodideasagency.com) and holds executive coaching accreditations with the EMCC and ICF.

    Maddie Fox is a senior HR leader and executive coach working with individuals, teams and organisations who want to develop authentic, conscious leadership skills, navigate challenging change and build foundations to become more resilient. She is the founder of MadFox Group (www.madfoxgroup.com).

    Produced by Tim Fox. Music by Richard Flindell.

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    30 mins
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