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The Leadership Podcast

The Leadership Podcast

We Study Leaders

TLP505: Why Leadership Coaching So Often Fails

April 1, 2026 1 Comment

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TLP505: Why Leadership Coaching So Often Fails
Will Linssen is the CEO of Global Coach Group, and the author of “Triple Win Leadership Coaching: The Coach’s Guide to More Impact, More Coaching, and More Clients.”
In this conversation, Will challenges the traditional model of leadership coaching. Too often, coaching focuses on the leader while leaving the team out of the equation—one reason why team satisfaction frequently remains low even when leaders feel they’ve made progress.
Will explains how great coaches assess coachability before the work even begins, why ego is often the biggest barrier to meaningful change, and what leaders in global, multicultural environments consistently misunderstand about communication and feedback.
We also explore the impact of AI on leadership. Will argues that decades of accumulated expertise are losing their advantage. The leaders who will thrive going forward aren’t the ones with all the answers—they’re the ones who know how to ask the right questions.
If you’ve ever wondered why leadership development often fails to stick inside organizations, this conversation offers a candid look at what’s missing—and what needs to change.
Find episode 505 on The Leadership Podcast, YouTube, or wherever you get your podcasts!

Filed Under: Podcast Tagged With: 360 feedback, AI and leadership, behavioral change, coachability, coaching methodology, coaching roi, coaching success rate, coworker feedback, cross-cultural leadership, Executive Coaching, global leadership, leadership coaching, leadership development, Leadership Podcast, leadership skills, leadership tips, leadership transformation, leading with questions, management coaching, organizational change, Team Leadership, team performance, the coach group, triple win, will linssen

TLP493: “Sand People” – The Hidden Drag on Your Team’s Performance

January 7, 2026

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Jim and Jan tackle the uncomfortable truth about “sand people,” those team members who grind everything to a halt, and why even your best glue guy can’t overcome the friction they create. Drawing from their coaching experience, Jim and Jan reveal how to identify and deal with sand people before they destroy your team. They…

Filed Under: Podcast Tagged With: bad employees, difficult employees, high performance teams, leadership coaching, leadership development, leadership mistakes, Leadership Podcast, management skills, managing underperformers, organizational performance, passive aggressive behavior at work, people management, team accountability, Team Dynamics, team performance, toxic team members, workplace culture, workplace toxicity

TLP455: Break Free from Self-imposed Limitations with Kasey D’Amato

April 9, 2025

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Kasey D’Amato’s experience goes from launching a dermatology division and founding a global skincare brand to building a multi-seven-figure real estate portfolio. In this episode, Kasey shares her insights on how leaders can avoid burnout, overcome stagnation, and create a life that aligns with their true purpose.  She introduces her Holistic Leadership Mastery™ Framework, which…

Filed Under: Podcast Tagged With: business growth, career transition, emotional intelligence, entrepreneurship, leadership, leadership coaching, resilience, self-improvement, time management, Work-life balance

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This changes everything about how you think about This changes everything about how you think about influence. While people resist speeches with arms folded, they let music straight into their hearts and minds without resistance.Listen to the full conversation with Jed Brewer https://bit.ly/TLP-476?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full episode here - https://bit.ly/TLP-YT-476?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#influence #leadership #communication #music #psychology #theleadershippodcast
You think you know how you'll react under fire unt You think you know how you'll react under fire until the stuff actually hits the fan. Admiral McRaven says pressure doesn't build character, it reveals it. The good news? The more you face it, the better you get at not falling apart. Every chance to lead is a chance to find out who you really are, not who you think you are.Listen: https://bit.ly/TLP-500?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #Pressure #AdmiralMcRaven #Character #TheLeadershipPodcast #NavySEAL #LeadershipDevelopment #Episode500
Remember when the internet was full of weird rabbi Remember when the internet was full of weird rabbit holes? Sara Sabin warns that AI's laser focus might be killing our curiosity. If all you see is what you already agree with, you're not stretching your mind, you're shrinking it. Sometimes, the best growth comes from what challenges us, not what comforts us.Catch the full conversation on https://bit.ly/TLP-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full conversation https://bit.ly/TLP-YT-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #CriticalThinking #AIandCreativity #Curiosity #TheLeadershipPodcast
Joe Pine just gave away the single most powerful f Joe Pine just gave away the single most powerful framework for turning experiences into transformations. It's called encapsulation, and it has four parts: Preparation → Experience → Reflection → Integration.Most companies stop at the experience. The magic happens in what comes before and after. Help people imagine beforehand. Help them reflect afterward. Help them integrate the change into their lives.Do this right and your experiences become life-changing. Skip it and you're just entertainment.Full breakdown in episode 499 of The Leadership Podcast. https://bit.ly/TLP-YT-499?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Encapsulation #TransformationFramework #CustomerExperience #JoePine #BusinessStrategy #ExperienceDesign #TransformationEconomy
You emailed them. You cc'd HR. You told yourself y You emailed them. You cc'd HR. You told yourself you handled it. Mark Morgenfruh calls this keyboard cowboy leadership and it's more common than most leaders want to admit. The second one, happy talk, is even worse because it feels like kindness. Episode 502 will make you rethink both. https://bit.ly/TLP-YT-502?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #leadershipdevelopment #remoteleadership #workplaceculture #theleadershippodcast #neverfireanyone #leadershipcoach
Admiral McRaven says you need swagger to lead. Sho Admiral McRaven says you need swagger to lead. Shoulders back, head up, make them believe you've got this figured out. But the second you actually believe your own hype? That's when hubris gets you killed. The difference between confidence and arrogance is humility, and every great leader McRaven knows has someone who'll tell them when their plan is stupid.Full episode at https://bit.ly/TLP-YT-500?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #Humility #AdmiralMcRaven #Swagger #NavySEAL #TheLeadershipPodcast #MilitaryLeadership #Confidence
We were never rewarded for questioning ourselves. We were never rewarded for questioning ourselves. We were rewarded for making things happen. And for a while, that works. Muriel M. Wilkins says that's exactly why so many high performers hit a ceiling they can't explain. The game changed. The operating system didn't. Episode 503 on The Leadership Podcast. https://bit.ly/TLP-YT-503?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#LeadershipPodcast #HiddenBlockers #LeadershipUnblocked #ExecutiveCoach #MindsetWork #LeadershipMindset #SelfAwareness #CoachingConversations #ThinkBetter #LeadFromWithin
Most coaches talk about coachability but almost no Most coaches talk about coachability but almost nobody checks for it before they start. Will Linssen does, and he says two things kill it every time. One is ego. The second one is more external and honestly makes a lot of sense when you hear it. Catch the full episode https://bit.ly/TLP-YT-505?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershipcoaching #coachability #executivecoaching #leadership #westudyleaders #theleadershippodcast #shorts
Our latest guest Nicola Ilic breaks down why fear- Our latest guest Nicola Ilic breaks down why fear-based leadership is killing innovation and how democratic leadership actually works in practice. This one's a game changer for anyone tired of the "do more, better, faster" hamster wheel.Listen to the full episode at https://bit.ly/TLP-475?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full episode here https://bit.ly/TLP-YT-475?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #democraticleadership #uncertainty #innovation #leadership
Anne Marie spent 36 years in sports TV constantly Anne Marie spent 36 years in sports TV constantly reinventing herself. Her secret? She doesn't just accept failure, she seeks it out. If you're succeeding at everything, you're probably playing it too safe.Listen to Anne Marie's full story at https://bit.ly/TLP-474?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full episode here https://bit.ly/TLP-YT-474?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Audacity #Failure #Leadership #Resilience #SportsMedia #PodcastLife #Leadership
Sara Sabin called out something we're all seeing b Sara Sabin called out something we're all seeing but maybe not talking about enough. When everything starts looking the same, we've lost something important. The MIT research she mentions about school essays really drives this home.Full conversation at https://bit.ly/TLP-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full conversation https://bit.ly/TLP-YT-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#AI #creativity #leadership #criticalthinking #podcast
You're a great dad, a loyal friend, a real person You're a great dad, a loyal friend, a real person on Saturday. Then Monday comes and somehow you turn into a different human. Mark Morgenfruh spent 33 years watching it happen and he's got a lot to say about why. Episode 502 is worth your commute. https://bit.ly/TLP-502?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #trustbasedleadership #workplaceculture #leadershippodcast #theleadershippodcast #neverfireanyone
We're drowning in Slack messages and Zoom calls bu We're drowning in Slack messages and Zoom calls but starving for actual connection. A nomadic tribe in northern Kenya figured out something about resilience that our corner offices are missing. It's not about mental toughness. It's about interdependence.Full conversation in episode 498 - https://bit.ly/TLP-498?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #connection #resilience #communityovercompetition #leadershipdevelopment #workplaceculture
ESPN broadcaster Anne Marie Anderson was sobbing o ESPN broadcaster Anne Marie Anderson was sobbing outside the stadium before her first live TV appearance. Her solution? Take your worst fears to their most ridiculous conclusion. Sometimes you need to catastrophize to realize how unlikely your nightmare scenario actually is.Full episode at https://bit.ly/TLP-474?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full episode here https://bit.ly/TLP-YT-474?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #ESPN #Audacity #CareerChange #SportsMedia #Motivation #PodcastClips
The stuff that triggers you, annoys you, or makes The stuff that triggers you, annoys you, or makes you resist that's where the learning is. Growth doesn't happen in the comfort zone, it happens when you sharpen your brain and push into the edges of what feels hard. That's the real work of leadership.Hear the full conversation with Sara Sabin on https://bit.ly/TLP-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch the full conversation https://bit.ly/TLP-YT-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #GrowthMindset #EmotionalIntelligence #LeanIntoDiscomfort #TheLeadershipPodcast
Storehouse and World of Coca-Cola. They're not jus Storehouse and World of Coca-Cola. They're not just selling products—they're inviting you to transform your identity.These companies charge admission fees and make millions by creating experiences that turn visitors into lifelong brand advocates. The transformation happens before you even realize it. You walk in a tourist, you walk out a Guinness drinker.This is invitational transformation, and it's rewriting the rules of marketing.From episode 499 of The Leadership Podcast. https://bit.ly/TLP-YT-499?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#InvitationalTransformation #BrandExperience #Marketing #JoePine #BusinessStrategy #CustomerExperience #TransformationEconomy
Twenty-five years ago, Joe Pine predicted the Expe Twenty-five years ago, Joe Pine predicted the Experience Economy. Now he's back to tell us we're already behind again.Joe breaks down why fostering human flourishing is actually the whole point of business, why almost every company can find itself in one of four transformation spheres, and why the companies that figure this out will leave everyone else scrambling.Worth a listen if you're wondering why your pricing model feels stuck. https://bit.ly/TLP-499?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersYou can also watch the episode on YouTube - https://bit.ly/TLP-YT-499?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #BusinessTransformation #TransformationEconomy #JoePine #Pricing #BusinessModel #TheLeadershipPodcast
Before Will Linssen coaches anyone he runs them th Before Will Linssen coaches anyone he runs them through this. Three simple questions that tell him almost immediately whether this person will be in the 95% who change or the ones who waste everyone's time. The answer has nothing to do with skill level or title. Full episode here - https://bit.ly/TLP-YT-505?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #aileadership #futureofleadership #leadershipdevelopment #westudyleaders #theleadershippodcast #shorts #executivecoaching
TLP477: Myths About Intuition with Sara Sabin Our TLP477: Myths About Intuition with Sara Sabin Our latest episode with Sara Sabin https://bit.ly/TLP-477?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP477%3A%20Myths%20About%20Intuition%20with%20Sara%20Sabin #leadership #ai #artificialintelligence #executivecoaching #neuroscience #criticalthinking #emotionalintelligence #intuition #leadershipdevelopment #coaching #selfregulation #braintraining #leadershipskills #thoughtleadership #professionaldevelopment #mindset #emotionalmastery #innovation #creativity #strategicthinking #leadershipmindset #businesscoaching #personaldevelopment #workplaceperformance #futureofwork
If you only change the behavior then you don't hus If you only change the behavior then you don't hustle through it, and six months later you're right back at the same wall wondering what went wrong. The behavior was never the problem. The belief driving it was.Muriel M. Wilkins explains it better than most. Ep. 503 on The Leadership Podcast. https://bit.ly/TLP-503?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#LeadershipPodcast #HiddenBlockers #LeadershipUnblocked #ExecutiveCoach #MindsetWork #LeadershipMindset #SelfAwareness #CoachingConversations #ThinkBetter #LeadFromWithin
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  • TLP506: Retention Is Dead: The Workquake Reshaping Talent
  • TLP505: Why Leadership Coaching So Often Fails
  • TLP504: Why Your Team Is Still Disengaged
  • TLP503: 7 Hidden Beliefs That Sabotage Leaders (And How to Break Them) – with Muriel M. Wilkins
  • TLP502: Never Fire Anyone with Mark Morgenfruh

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  • Anonymous on TLP501: Failure as Fuel: When to push through and when to quit
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