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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

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

March 4, 2026

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Steve Taplin is the CEO of Sonatafy Technology, author of “Fail Hard, Win Big: 30 Ventures | 20 Failures | 10 Wins,” and host of the Software Leaders Uncensored podcast.  In this conversation, Steve reveals the partnership that almost destroyed him but vindicated him five years later; why he walked out of a meeting with…

Filed Under: Podcast Tagged With: AI and leadership, bouncing back from failure, building trust in teams, business comeback stories, business resilience, career growth mindset, CEO leadership insights, entrepreneurial setbacks, Fail Hard Win Big book, failure as fuel, financial literacy for leaders, growth through failure, Leadership Lessons, learning from failure, overcoming fear of failure, partnership failure in business, processing failure at work, risk taking in business, Sonatafy Technology, Steve Taplin interview, when to push through, when to quit

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David Gray calls it empathetic accountability. And David Gray calls it empathetic accountability.And it's the thing most leaders get wrong.You can hold people responsible. But only if you've connected with them first.Skip the connection? Accountability feels like harassment.David has spent 34 years learning this: exhausted people need to know they're valued before they'll respond to expectations.That doesn't mean lowering standards. It means raising empathy.Hear David's full philosophy on leadership in uncertain times. https://bit.ly/TLP-YT-520?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#empathyatwork #leadership #leadershipphilosophy #podcast #davidgray #theleadershippodcast #managementskills #leadershipdevelopment
What if the beliefs you hold about yourself are sh What if the beliefs you hold about yourself are shaping what happens next?In our conversation with @shawnachor, we explored how beliefs influence behavior, happiness, success, and the way we experience difficult situations. That your behavior matters and can be the difference between moving forward, giving up, or stagnating.We also talk about FOMO, social connection, burnout, stress, and why success doesn't necessarily create happiness.This is a thoughtful conversation about something we rarely stop to examine - what we believe, and what those beliefs make possible.Listen to the latest episode of The Leadership Podcast.#Leadership #Leadershipdevelopment #PositivePsychology #LeadershipMindset #HappinessAndSuccess #LeadershipPodcast #ShawnAchor #TeamCulture #Mindset #WorkplaceLeadership
She was running a $1B P&L. She was also miserable. She was running a $1B P&L. She was also miserable.Kim Svoboda is founder of Aspiration Catalyst, author of Bold Leadership, 20+ years leading sales orgs before walking away from it all.This week: what happens when you finally measure your life against your own values, and it doesn't add up.Listen to the full episode now. https://bit.ly/TLP-522?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch it on YouTube - https://bit.ly/TLP-YT-522?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershippodcast #boldleadership #executiveburnout #leadershipdevelopment #highperformingteams #employeeengagement #intentionalleadership #careertransition
Perfectionism doesn't make leaders bolder. It make Perfectionism doesn't make leaders bolder. It makes them slower.Kim learned this from a CEO who taught her the 80/20 rule — enough data to decide, then move. The last 20% almost never changes the outcome.If you're stuck waiting for certainty, this is your permission to go. https://bit.ly/TLP-522?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#boldleadership #kimsvoboda #decisionmaking #executivecoaching #leadershipmindset #intentionalleadership #leadershippodcast #decisiveleadership
The way leaders talk about the future matters. Wh The way leaders talk about the future matters.When we repeatedly tell people that the challenges ahead are overwhelming, we shouldn't be surprised when they begin to approach those challenges defensively.Leaders should shape reality. It's the beliefs we create about reality that can influence how people respond to it.What we believe is coming can change what we do when we get there.Hear @shawnachor explain how beliefs shape behavior, expectations, and outcomes on the latest episode of The Leadership Podcast.#Leadership #LeadershipDevelopment #LeadershipMindset #PositivePsychology #ShawnAchor #TheLeadershipPodcast #Mindset #Beliefs #PositiveLeadership #LeadershipPsychology
Most networking advice is training you to waste yo Most networking advice is training you to waste your time in the wrong rooms.Donnie Boivin, CEO of Success Champion Networking and creator of the C3 Model, built a 30-chapter, 450-member organization on one reframe: networking means building other people's businesses, not collecting business cards.This episode breaks down his 30/30/30 framework, the Home Depot story that changed everything, and why give-give-get-give beats give-first-to-gain-everything.Listen now, then rethink your next room. https://bit.ly/TLP-521?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch it on YouTube -https://bit.ly/TLP-YT-521?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #networking #businessdevelopment #salesleadership #b2bsales #leadershippodcast #executivecoaching #relationshipbuilding #salesstrategy #entrepreneurship
Your people spend more hours with you than with th Your people spend more hours with you than with their families.That's not a business metric. That's a moral obligation.David Gray sees it as both privilege and responsibility. You're not just developing workers. You're developing humans—their skills, their confidence, their sense of purpose.Most leaders treat people like resources. David treats them like people entrusted to his care for a significant portion of their lives.It changes everything about how you lead.Explore David's complete philosophy on servant leadership. https://bit.ly/TLP-520?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershipphilosophy #servantleadership #peopledevelopment #westudyleaders #theleadershippodcast #teamleadership #managementphilosophy #compassionateLeadership
Donnie Boivin doesn't work the room. He plants his Donnie Boivin doesn't work the room.He plants his feet and lets the room come to him.He calls it command presence, and it's a leadership skill, not a personality trait. The best leaders aren't controlling every conversation, they're guiding the room just by how they show up.Hear Donnie break down what that actually looks like in practice. Full episode is live now. https://bit.ly/TLP-YT-521?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #networking #executivepresence #personalbranding #leadershipdevelopment #salesleadership #leadershippodcast #businessgrowth
Only 7% of families fit the old nuclear mold. Le Only 7% of families fit the old nuclear mold. Lee Benson says that this changes how leadership works at home. Modeling healthy behavior is a leadership skill. So is modeling a healthy relationship between parents. On this episode of the leadership podcast, Lee Benson breaks down why 82% of families are blended today and why modeling matters more than ever.#leadership #parenting #leadershippodcast #familyleadership #blendedfamily #leebenson #modeling #leadershipdevelopment
Patrick Ryan names the practice most leaders never Patrick Ryan names the practice most leaders never do. Before you decide. Before you send that email. Before you justify it to yourself. Take a step back. Ask: What would a knowledgeable, impartial observer think of this? That's the impartial spectator. It's not philosophy. It's a daily tool. One question. Applied consistently. It changes everything.Watch the full episode. https://bit.ly/TLP-YT-519?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #ethics #decisionmaking #adamsmith #leadershippodcast #corporateethics #executiveleadership #virtuouscapitalism
You think you're either brave or you're not. Jill You think you're either brave or you're not. Jill Schulman, Marine Corps veteran and bravery expert, begs to differ. Here's what most people get wrong: bravery isn't a trait you inherit. It's a skill you train. That changes everything. If bravery is learnable, that means you have more control over your future than you think. Uncover the two myths. https://bit.ly/TLP-YT-518?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#bravery #leadershipdevelopment #personalgrowth #stoicism #positivepsychology #fearless #leadershiplessons #psychology
Experience is invaluable. Until it convinces you t Experience is invaluable. Until it convinces you that you don't need to question yourself.David Robson calls this the curse of expertise. The more experience we accumulate, the easier it can become to trust our instincts without looking for evidence that might prove us wrong.His advice is simple: listen to your intuition, but interrogate it like any other piece of data.Ask yourself: What would I need to know to disprove what I believe to be true?That question may be one of the most useful habits an experienced leader can develop.#leadership #leadershipdevelopment #decisionmaking #cognitivebias #executiveleadership #selfawareness #davidrobson #leadershippodcast
Your circle isn't static. It's a decision. Donnie Your circle isn't static. It's a decision.Donnie Boivin says your five prospects, five clients, and five closest people all shape where you plateau.Not walking away from anyone, just paying attention to who's actually pulling you forward.Dive deeper into the full conversation https://bit.ly/TLP-521?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #networking #personalgrowth #businessmindset #relationshipbuilding #entrepreneurship #leadershippodcast #successmindset
The scariest moment isn't when things are bad. It' The scariest moment isn't when things are bad. It's when everything is fine and you're asking: is this enough? Jill Schulman spent 24 years in a good career. Safe. Stable. Unfulfilled. The day she decided bravery meant leaving good for great changed everything. Most people don't fail because they quit. They fail because they stay at comfort. Challenge yourself to ask the hard question. Listen here https://bit.ly/TLP-518?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#bravery #personalgrowth #courage #careergrowth #leadership #mindset #fulfillment #lifepurpose
Most leaders think tension is toxic. Jim Brown say Most leaders think tension is toxic.Jim Brown says they're wrong.Tension is normal. Predictable. Necessary.The problem isn't that your team disagrees. It's that they don't know what you're aiming for.When people lack clarity around shared goals, disagreements turn into arguments. Someone stomps out. Trust breaks.But when everyone knows what you're actually trying to build together? That same tension becomes energy. Ideas get challenged. Better decisions emerge.Productive tension is anchored in clarity, not comfort.Hear the full conversation on episode 517. https://bit.ly/TLP-YT-517?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#productiveconflict #leadershipteams #organizationalhealth #teamdynamics #leadershipdevelopment #conflictresolution #theleadershippodcast #jimbrownorghealth
Patrick Emmons wasn't a great student. He'll tell Patrick Emmons wasn't a great student.He'll tell you that himself.But he's built and sold three companies over 25 years.His point: the hero story isn't the requirement people think it is.Hear Patrick's full story on episode 524. https://bit.ly/TLP-524?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #entrepreneurship #growthmindset #careeradvice
Most leaders treat ethics as a cost. Patrick Ryan Most leaders treat ethics as a cost. Patrick Ryan says that's backwards. Morality isn't friction. It's the lubricant that makes markets actually function. Without it, you don't have capitalism. You have extraction. This is what modern business gets fundamentally wrong—and how it shifts everything about how you lead.Watch the full conversation. https://bit.ly/TLP-YT-519?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#capitalism #ethics #leadership #adamsmith #moralcapitalism #businessethics #leadershippodcast #virtuouscapitalism
Picture a sideline full of parents yelling instruc Picture a sideline full of parents yelling instructions nobody can follow.Now picture your last team meeting.Patrick Emmons says it's the same problem.Bosses talk, but only 3% of the room actually understands what was said.He learned to fix it by coaching kids, not running companies.Watch the full episode to hear how Patrick builds a vernacular his team actually understands. https://bit.ly/TLP-YT-524?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #teamcommunication #coaching #executivecoaching #leadershipdevelopment #teambuilding #businessleadership #patrickemmons
Your instinct will be to take the ball. Resist it. Your instinct will be to take the ball.Resist it.When your team is struggling, when the pressure's on, your job isn't to score. Your job is to prepare them to score.Joth Ricci understood thisThe moment you solve it for them is the moment they stop growing.Learn the principle https://bit.ly/TLP-YT-516?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #coachingleadership #managementtips #leadershiplessons #teamdevelopment #executiveleadership #westudyleaders #theleadershippodcast
Your leadership team is waiting for you to solve e Your leadership team is waiting for you to solve everything.Jim Brown watched this pattern destroy ownership.A woman entrepreneur realized her team had stopped thinking. Everyone just looked to her for answers.So she tried something simple. Stop answering questions. Start asking them."What do you think we should do?"That one behavior change made her meetings louder. More ownership. Shared responsibility.If you're carrying the weight of all decisions, your team isn't really yours—they're dependent on you.See the full conversation on episode 517. https://bit.ly/TLP-YT-517?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershipaccountability #teamownership #leadershipbehavior #organizationalhealth #leadershipdevelopment #theleadershippodcast #jimbrownorghealth #leadershipinsight
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