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The Leadership Podcast

The Leadership Podcast

We Study Leaders

TLP505: Why Leadership Coaching So Often Fails

April 1, 2026

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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

TLP476: Engineering Social Change with Jed Brewer

September 10, 2025

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Jed Brewer is the president and founder of Good Loud Media, a nonprofit organization that uses music and video to drive social impact in underserved communities around the world.   In this episode, Jed describes how Good Loud Media operates by bringing together Grammy-winning musicians, renowned psychologists, and subject matter experts to create targeted media campaigns.  …

Filed Under: Podcast Tagged With: Community Outreach, Crisis Communication, Cultural Bridge Building, Empathy Building, Engineering, Faith-Based Leadership, International Development, Media Production, Mental Health Advocacy, Music for Change, networking, Nonprofit Leadership, Opioid Crisis, Perspective Taking, Prison Ministry, Public Health, Social Impact, Systemic Change, Team Leadership, Violence Prevention

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Steve Taplin has 20 failures and 10 wins across 30 Steve Taplin has 20 failures and 10 wins across 30 ventures. That's a .333 batting average, which in baseball is Hall of Fame territory. But here's the thing: those 20 failures taught him everything the 10 wins couldn't. Success makes you cocky. Failure makes you better. The question is whether you're willing to use it as fuel or let it stop you.Hear Steve's full story on episode 501. https://bit.ly/TLP-501?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#FailureIsLearning #EntrepreneurJourney #BusinessLessons #LeadershipWisdom #TheLeadershipPodcast
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
TLP504: Why Your Team Is Still Disengaged Our lat TLP504: Why Your Team Is Still Disengaged Our latest episode with Mark Crowley https://bit.ly/TLP-504?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP504%3A%20Why%20Your%20Team%20Is%20Still%20Disengaged #leadership #employeeengagement #employeewellbeing #leadership #markcrowley #leadfromtheheart #flourishingteams #belongingatwork #workplaceculture #teamperformance #remotework #hybridwork #micromanagement #employeeburntout #humanconnection #leadershipdevelopment #peoplemanagement #emotionalintelligence #workplacebelonging #manageraccountability #hrleadership #workethic #employeemotivation #leadershiplessons #westudyleaders #theleadershippodcast #gallup #workplaceemotions #teamcohesion #powersofemployeewellbeing
Joe Pine spent 25 years thinking about what comes Joe Pine spent 25 years thinking about what comes after the Experience Economy, and this is what he landed on. Not shareholder value. Not growth metrics. Human flourishing.Hear the whole conversation on episode 499 where Joe breaks down the four spheres of transformation and why your business model might already be obsolete. https://bit.ly/TLP-499?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#HumanFlourishing #BusinessPurpose #Leadership #TransformationEconomy #JoePine #TheLeadershipPodcast
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
Fear creates dependency, which kills the very inno Fear creates dependency, which kills the very innovation leaders claim they want. It's worth thinking about next time you're in a meeting where everyone's waiting for the boss to have all the answers.Full convo with Nicola Ilic here 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 #anxiety #democraticleadership #innovation #workplace
Sometimes the detours lead to your greatest discov Sometimes the detours lead to your greatest discoveries. Jed Brewer went from engineering student to prison chaplain to using Grammy-winning musicians to save lives through strategic messaging.Listen to the full conversation at 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#leadership #unexpected #careerjourney #theleadershippodcast
In this episode, Mark Crowley talks about belongin In this episode, Mark Crowley talks about belonging like it's an HR buzzword. But the data says it's the number one driver of well being at work. Not pay. Not perks. Not pizza Tuesdays. Connection. Are you actually building it or just assuming it happens on its own? Full episode out now. https://bit.ly/TLP-504?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#belongingatwork #leadershiplessons #markcrowley #employeewellbeing #hybridwork #teamcohesion #westudyleaders #theleadershippodcast #workplaceculture #humanconnection
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
We’re thrilled to announce that The Leadership Pod We’re thrilled to announce that The Leadership Podcast is #2 in the Top 100 Sales Weekly chart and ranked in the top 10 in multiple Goodpods categories! Thank you for listening and supporting us! #LeadershipPodcast #PodcastRankings #Sales #Goodpods
We spend so much time coaching the person at the t We spend so much time coaching the person at the top and zero time asking the people around them if anything actually changed. Will Linssen has data on 100,000 leaders that proves exactly why that doesn't work.Full conversation on TLP505. https://bit.ly/TLP-505?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #leadershipcoaching #leadershipdevelopment #westudyleaders #theleadershippodcast #executivecoaching #coaching
TLP503: 7 Hidden Beliefs That Sabotage Leaders (An TLP503: 7 Hidden Beliefs That Sabotage Leaders (And How to Break Them) – with Muriel M. Wilkins Our latest episode with Muriel M. Wilkins https://bit.ly/TLP-503?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP503%3A%207%20Hidden%20Beliefs%20That%20Sabotage%20Leaders%20%28And%20How%20to%20Break%20Them%29%20%E2%80%93%20with%20Muriel%20M.%20Wilkins #leadership #leadershipdevelopment #executivecoaching #selfawareness #mindsetshift #innerwork #leadershipgrowth #personaldevelopment #highperformance #emotionalintelligence #coachingleaders #leadershipmindset #growthmindset #leadershiptips #breakthrough #selfleadership #peakperformance #leadershipskills #thinkdifferent #unblockyourself #professionalgrowth #leadershippodcast #businessleadership #leadbetter #nextlevelleadership
Think back to the biggest leap you ever took in yo Think back to the biggest leap you ever took in your career. Chances are someone pushed you into a role before you felt ready, and it turned out to be the moment that defined everything. The hiring system today is almost perfectly built to prevent that from happening. We screen for experience. We pass on talent. And then wonder why the best people aren't showing up. The full conversation goes even deeper on how to redesign work so you stop losing people at the worst possible moment. https://bit.ly/TLP-YT-506?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #CareerDevelopment #TheLeadershipPodcast #SteveCadigan #TalentStrategy #Coaching #HiringStrategy
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
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
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
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
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
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
People kept asking Admiral McRaven how to lead mil People kept asking Admiral McRaven how to lead millennials and Gen Z differently. His answer? You don't. Yeah, they listen to different music and have different ideas, but leadership fundamentals haven't changed since his parents' generation. Integrity, hard work, leading from the front, that stuff still works. Stop overthinking it.Full episode at https://bit.ly/TLP-YT-500?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #Millennials #GenZ #AdmiralMcRaven #LeadershipMyths #TheLeadershipPodcast #NavySEAL #TimelessLeadership
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  • TLP507: Disrupt or Be Buried: The Mindset That Changes Everything
  • 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

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