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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

TLP492: Stop Fitting In with Jinky Panganiban

December 31, 2025

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Jinky Panganiban serves as Professor of Practice at the University of Oregon’s Sports Product Management Program, founder of 1969Blue Consulting, and founding member of Oregon Sports Angels. She is a former Vice President and General Manager at Nike with over 20 years of global executive experience. She led multibillion-dollar businesses across Asia Pacific, North America,…

Filed Under: Podcast Tagged With: authentic leadership, build high performing teams, Critical thinking skills, cross cultural leadership, cultural intelligence, curiosity in leadership, diversity in leadership, future of leadership, global business strategy, global leadership, global trade insights, inclusive leadership, Jinky Panganiban, leadership development, leadership mindset, Leadership Podcast, leading global teams, sports industry leadership, stop fitting in, Women in Leadership

TLP484: Balancing Innovation with Human Connection

November 5, 2025

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Brandon Sawalich is the President and CEO of Starkey, leading 6,000 employees across 29 countries in the hearing healthcare industry.   In this episode, Brandon addresses how healthcare leaders balance innovation with human connection. He explains that hearing health requires both cutting-edge AI technology and personalized care from healthcare professionals.  He shares leadership lessons from guiding…

Filed Under: Podcast Tagged With: AI in healthcare, balancing tech and humanity, Brandon Sawalich, company culture in healthcare, global leadership, healthcare CEO insights, healthcare leadership, hearing aid innovation, hearing health technology, human connection in technology, innovation and human connection, leadership and empathy, Leadership Lessons, Leadership Podcast, leading with purpose, medical innovation podcast, patient-centered care, Purpose-Driven Leadership, Starkey Hearing Technologies, The Leadership Podcast, transforming company culture

TLP456: The Curiosity Switch: How Leaders Stay Ahead with Jamie Beaton

April 16, 2025

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Jamie Beaton is CEO of Crimson Education, helping students gain admission to top universities. A Harvard, Stanford, Yale, and Princeton graduate, he also founded Crimson Global Academy and authored “ACCEPTED! Secrets to Gaining Admission to the World’s Top Universities.” In this episode, Jamie reveals the mentors who shaped his leadership, including legendary investor Julian Robertson,…

Filed Under: Podcast Tagged With: business growth, curiosity switch, Decision-making, education, global leadership, leadership, learning agility, mentorship, scaling businesses, top talent

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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
TLP505: Why Leadership Coaching So Often Fails Ou TLP505: Why Leadership Coaching So Often Fails Our latest episode with Will Linssen https://bit.ly/TLP-505?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP505%3A%20Why%20Leadership%20Coaching%20So%20Often%20Fails #leadership #leadership, #leadershipcoaching, #executivecoaching, #leadershipdevelopment, #coaching, #teamperformance, #triplewin, #coachingworks, #leadershipskills, #managementtips, #aileadership, #organizationalchange, #westudyleaders, #theleadershippodcast, #leadingwithquestions
Most people treat disruption like a storm they jus Most people treat disruption like a storm they just have to survive. Patrick Leddin spent years studying the people who don't. And what he found is that the gap between leaders who get buried by change and leaders who use it has nothing to do with talent or timing. It starts with one question: are you willing to pause long enough to see what's actually in front of you?Episode 507 is out now. Go give it a listen. https://bit.ly/TLP-507?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersThe full conversation will change how you think about this. Episode 507 is out now. https://bit.ly/TLP-YT-507?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #disruption #disrupteverything #patrickleddin #leadershipdevelopment #militaryleadership #theleadershippodcast #westudyleaders #growthmindset #changemanagement
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
Most people think capitalism and ethics are two se Most people think capitalism and ethics are two separate conversations. Dr. Bill Kline says they were never separate to begin with. Pull out the ethics and you don't have a market anymore, you just have chaos with a price tag.This one reframes everything. Go find the full conversation, it's worth your time. https://bit.ly/TLP-YT-509?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#capitalism #businessethics #leadership #freemarkets #leadershippodcast #shorts #tlp509
Jack Welch said if the outside world is changing f Jack Welch said if the outside world is changing faster than the inside, the end is near.Steve Cadigan applies that same logic directly to how you manage people. Most talent playbooks were built for a slower world and nobody has updated them. That gap between how fast things are moving outside and how slow things move inside is exactly where the problem lives. If that lands, the full episode will hit harder. Steve Cadigan on Episode 506 of The Leadership Podcast. https://bit.ly/TLP-506?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #HR #TalentStrategy #TheLeadershipPodcast #SteveCadigan #FutureOfWork
Most people compare socialism's ideals to capitali Most people compare socialism's ideals to capitalism's reality. That's not a fair fight.Dr. Bill Kline shared something that sticks. When you live inside a system, you see every flaw. Every crack. Every problem.But the system you've never experienced? That one still looks perfect.That gap shapes how people think, argue, and lead.This is a conversation worth having. https://bit.ly/TLP-509?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersIf this landed, go listen to the full conversation. https://bit.ly/TLP-YT-509?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#capitalism #leadership #businessethics #freemarkets #leadershipdevelopment #tlp509
A lot of people talk about capitalism like it's ju A lot of people talk about capitalism like it's just an idea or a belief.Dr. Bill Kline brings it back to something more concrete. He explains that markets only work when there's trust, rules, and accountability behind them."Capitalism does not exist without ethics."No property rights. No enforceable contracts. No real market.Take ethics out of the system and what you're left with isn't capitalism. It's chaos with a price tag.Honestly one of the most grounded things said on this show in a while. Go listen to the full conversation. https://bit.ly/TLP-509?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#businessethics #capitalism #leadership #freemarkets #leadershippodcast #tlp509
Every time a leader complains about Gen Z being di Every time a leader complains about Gen Z being disloyal, Steve Cadigan has the same question. Are you talking about the children you raised? This generation grew up watching entirely new industries appear from nothing. Of course they want to explore. Calling that disloyal is like moving someone from their grandma's basement to a Vegas buffet and being surprised they want to try more than one thing. Steve does not hold back in the full episode. Catch TLP506 on The Leadership Podcast. https://bit.ly/TLP-YT-506?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #GenZ #TalentStrategy #TheLeadershipPodcast #SteveCadigan #FutureOfWork #WorkCulture
After 9/11. After watching kids in his high school After 9/11. After watching kids in his high school cry not knowing if their parents at the CIA were alive. After his father disappeared into the agency for two weeks.Nick Black went to war. Survived 27 months of combat. Brought his soldiers home.Then lost one to suicide a week after returning.That moment revealed something no battlefield ever did.The most dangerous enemy is not always in front of you.Sometimes it is the silence you let someone disappear into.The full conversation is up now. https://bit.ly/TLP-513?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleadersWatch it on YouTube - https://bit.ly/TLP-YT-513?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershippodcast #leadership #podcast #militaryleadership #stopsolidersuicide #selfreliantleadership #leadershipdevelopment #mentalhealth #veteranleadership #service
Needing to be the smartest person in the room is s Needing to be the smartest person in the room is something most leaders would never admit to. But Maria Brinck says it is one of the most common and most limiting habits she sees in leadership today. She names it plainly and explains why letting go of it is where real collaboration actually begins. If this clip made you pause, Episode 510 of The Leadership Podcast is the full conversation you have been looking for. Head over and give it a listen. https://bit.ly/TLP-YT-510?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #LeadershipDevelopment #TheLeadershipPodcast #ExecutiveCoaching #Collaboration #Podcast
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
TLP511: What 500 Top Leaders Taught Us — And Why I TLP511: What 500 Top Leaders Taught Us — And Why It’s Not What You Think Our latest episode with Jim Vaselopulos and Jan Rutherford https://bit.ly/TLP-511?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP511%3A%20What%20500%20Top%20Leaders%20Taught%20Us%20-%20And%20Why%20It%27s%20Not%20What%20You%20Think #leadership #leadershippodcast #leadershipdevelopment #leadershipskills #management #executiveleadership #businessleadership #leadershipgrowth #leadershipmindset #leadershipcoaching #leadershiplessons #modernleadership #purpose #careergrowth #personaldevelopment #podcast #podcastlife #podcastrecommendation #milestone #learning #growth #success
After hundreds of conversations with some of the m After hundreds of conversations with some of the most decorated leaders in the world, Jim and Jan finally turned the question on themselves. What is leadership actually? And what they landed on will probably sit with you longer than any definition you have read in a book. It is not a destination. It is not a title.It is a state you manage every single day and the moment you think you have it figured out, something shifts and you are back at it. The full conversation is up now. https://bit.ly/TLP-YT-511?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershippodcast #leadership #podcast #whatisleadership #selfreliantleadership #executivecoaching #leadershipdevelopment
They have interviewed four-star generals, Fortune They have interviewed four-star generals, Fortune 500 CEOs, and Olympic athletes. And after all of it, Jan keeps coming back to the same thing. The leaders who left the biggest mark on him were not the ones with the most impressive titles or the most polished answers. They were the ones who walked in curious about Jim and Jan. The ones who asked questions instead of just answering them. Be interested. Care about people. Be nice. It really is that simple and that rare. Clear 40 minutes and give this one your full attention. https://bit.ly/TLP-YT-511?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershippodcast #leadership #podcast #selfreliantleadership #leadershipdevelopment #executivecoaching #leadyourself
When you are stuck in your head the worst thing yo When you are stuck in your head the worst thing you can do is think harder.Karen Doll calls it a bottom-up strategy. Stop analyzing. Get up. Move.The body is not separate from the mind. And sometimes the fastest way out of a spiral is not another meeting or another framework.It is a walk.Full conversation on The Leadership Podcast. https://bit.ly/TLP-514?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadershippodcast #leadership #mentalhealth #psychologicalfitness #podcast #leadershipdevelopment #mindset #burnout #executivecoaching #selfreliantleadership
She was the number one manager in a 4000 branch ne She was the number one manager in a 4000 branch network. Three years running. And she had better offers on the table. She stayed for one reason her leader almost said no to. This story from Mark Crowley is a gut check for every leader who thinks compensation is the whole game.Full episode on The Leadership Podcast now. https://bit.ly/TLP-YT-504?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#leadership #employeeretention #markcrowley #leadfromtheheart #westudyleaders #theleadershippodcast #leadershiplessons #workplacebelonging #peopleleadership #teamculture
Every leader who has ever complained about people Every leader who has ever complained about people leaving should sit with that for a minute. It is not a generational problem. It is not an attitude problem. When you stop offering growth, you stop offering a reason to stay. The ones who left probably told you that on the way out. Most organizations just were not listening. The full conversation with Steve Cadigan on Episode 506 of The Leadership Podcast is worth your commute. https://bit.ly/TLP-506?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders#Leadership #TalentStrategy #TheLeadershipPodcast #FutureOfWork #SteveCadigan
TLP508: Your Scars Are Your Resume Our latest epi TLP508: Your Scars Are Your Resume Our latest episode with Matt Cavanaugh https://bit.ly/TLP-508?utm_campaign=coschedule&utm_source=instagram&utm_medium=westudyleaders&utm_content=TLP508%3A%20Your%20Scars%20Are%20Your%20Resume #leadership #failure #resilience #personalgrowth #militaryleadership #army #leadershipdevelopment #scars #overcomingsetbacks #growthmindset #selfimprovement #missiondriven #leadershiplessons #mattcavanaugh #bestscarwins #retiredmilitary #learnfromfailure #purposedriven #leadershippodcast #servantleadership #judgment #emotionalgrowth #leadershiptips #mindset #growthjourney
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
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Recent Posts

  • TLP515: Why Structured Debate Is a Leadership Superpower
  • TLP514: What High-Performing Leaders Get Wrong About Stress with Karen Doll
  • TLP513: The Leadership Cost of Isolation with Nick Black
  • TLP512: Winning at Work, Losing at Home
  • TLP511: What 500 Top Leaders Taught Us — And Why It’s Not What You Think

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  • Anonymous on TLP513: The Leadership Cost of Isolation with Nick Black
  • Anonymous on TLP511: What 500 Top Leaders Taught Us — And Why It’s Not What You Think
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  • Anonymous on TLP505: Why Leadership Coaching So Often Fails
  • Anonymous on TLP504: Why Your Team Is Still Disengaged

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