The Best Leadership Podcast Ever
Most leadership podcasts tell you what leaders do. This one tells you why you keep doing the opposite.
- July 14, 2026
AI doesn't show you the truth. It shows you YOUR truth. Personalized, curated, and designed to keep you clicking. You think you have a choice. You don't.
- July 7, 2026
The Portuguese company that closes at 4pm every Friday averages $2M revenue per employee. The American average is $200k. Maybe the secret to success isn't going faster.
Welcome to The Best Leadership Podcast Ever – where I riff on the unconscious patterns keeping leaders stuck. And probably keeping you stuck. But that’s why you’re here.
If you’re a manager, executive or VP who’s tired of listening to the same ole leadership malarkey, this is the podcast you’ve been waiting for. Short episodes. Real patterns. Good laughs.
I talk about leadership coaching, executive coaching, team accountability, delegation, decision-making, workplace culture, managing up, imposter syndrome, senior leadership team dynamics and more stuff than I can write and you can read.
New episodes drop every Tuesday. Listen on this page or wherever you get your podcasts.
- June 30, 2026
AI doesn't show you the truth. It shows you YOUR truth. Personalized, curated, and designed to keep you clicking. You think you have a choice. You don't.
- June 23, 2026
Growth hurts. Always. The growth paradox is that leaders who run from the pain are the ones who need it most.
- June 16, 2026
Most leaders aren't bad at making most decisions — they're just terrible at knowing what kind of decision they're actually making. The result? Analysis paralysis, stalled innovation, and a team too scared to move without permission.
- June 9, 2026
When you find yourself in a hole, what’s the first rule? Stop digging. In this episode, Jeff breaks down the law of holes and why leaders often make things worse by doubling down.
- June 2, 2026
Every organization has an Official System: the values, metrics, and standards you say you hold everyone to. And a Shadow System: the unwritten rulebook that decides who those standards actually apply to.
- May 26, 2026
Everyone wants the hacks, but real leadership doesn’t come with a secret key. There is no leadership shortcut. Learn why the hard way is the only way - and how that’s actually a good thing.
- May 19, 2026
That difficult conversation you keep avoiding isn't difficult because of them. It's difficult because of you. And the C.A.R.E. framework changes everything.
- May 12, 2026
You've heard the frog-in-boiling-water metaphor a thousand times. Here's what nobody talks about: you're not the frog. You're the chef - and you're solving the wrong problem.
- May 5, 2026
The space you lead in is leading you right back. In this episode, Jeff explores how your physical environments shape behavior and emotions - and why smart leaders take them seriously.
- April 28, 2026
Ever wonder why people blame others but excuse themselves for the same behavior? It's the psychological trap of actor-observer bias - and you need to rise above it.
- April 21, 2026
You're not a micromanager. Of course you're not. You're just detail-oriented. Sure. Let's go with that.
- April 14, 2026
Ever feel like your communication isn’t landing the way you intend it to? It's time you understand the matching principle. It turns out, you're having the wrong type of conversation.
- April 7, 2026
Every 80 years, everything breaks. Revolutionary War. Civil War. World War II. And now us. It's not a coincidence. It's a pattern.
- March 31, 2026
Ever feel like you don’t belong, even when you’ve earned your seat at the table? You’re not alone.It's time to get inside imposter syndrome.
- March 24, 2026
The truth you're not ready to hear is that your team isn't ready to hear the truth. At least not today. The question is, how are you going to get them ready for tomorrow?
- March 17, 2026
When things aren’t getting done, it’s easy to blame the team. But what if the team is not your biggest productivity problem?
- March 10, 2026
When “productivity” becomes code for stripping away humanity, work stops working. This is the way the enshitification of work is happening.
- March 3, 2026
Leadership isn’t a title - it’s a journey. Sometimes bumpy, but a journey nonetheless. It includes important rites of passage that shape the person you become.
- February 24, 2026
In leadership, like in life, you have three options: better, cheaper, faster. Pick two. Because that's all you ever get.
- February 17, 2026
There's a difference between influence and manipulation. It's an ethical tightrope that leaders walk on. Try not to fall off - there's no net down there.
- February 10, 2026
You weren't being pampered. You were being domesticated. The lunch break is dead. And your team's loyalty died with it.
- February 3, 2026
How you approach the small tasks reveals a lot about how you’ll handle the big ones. The way you do one thing is the way you do everything.
- January 27, 2026
Empowering your team can lead to more effective leadership and greater success. That's the beginning of distributed decision-making.
- January 20, 2026
Great leadership doesn’t come from treating everyone like a star player — it comes from knowing who they really are. That's the leadership mistake almost every manager makes.
- January 13, 2026
Your comfort zone has bars on the windows. You've just stopped noticing them. It's not stability. It's a cell.
- January 6, 2026
Everything you struggle with can be boiled down to three simple problems: your head, your heart, or your bank account.
- December 30, 2025
Big transformations often start with small, intentional changes. They can lead to powerful, lasting leadership transformations.
- December 23, 2025
A short holiday poem from The Best Leadership Podcast Ever. For anyone who's ever held their breath waiting on a year-end number.
- December 16, 2025
Expecting perfection is a damaging perspective. If you want to create a strong culture and a stronger team, there's a better way to look at it.
- December 9, 2025
In leadership, just like in baseball, the difference between winning and losing isn’t the big swings — it’s the tiny, incremental plays in between. Great leaders win by inches.
- December 2, 2025
The quarterback runs every play. The coach runs the season. The trick is knowing which one you are right now, and when it's time to switch.
- November 25, 2025
Your org chart is silently shaping your product—and not always in a good way. In this episode, Jeff Matlow unpacks Conway’s Law and what it reveals about communication, silos, and leadership blind spots.
- November 18, 2025
Anger often hides a deeper issue—fear of conflict. In this episode, Jeff Matlow looks behind the mask of anger and teaches you how to recognize and address the real cause of anger in the workplace. When you look behind the mask of anger, you end up with better communication and stronger leadership.
- November 11, 2025
Q-Tips don't clean your ears. They pack the wax deeper. That's what happens when you don't quit taking it personally at work.
- November 4, 2025
Creating a more productive team takes time. But here's a wormhole. It allows you to improve your company culture immediately. You just have to look for it.
- October 28, 2025
Women apply for jobs when they meet 100% of qualifications. Men apply at 60%. That's not a women problem. That's the Confidence Gap.
- October 21, 2025
Want to instantly improve your leadership? You should start by improving your communication. In this episode, Jeff Matlow breaks down why clarity is your most overlooked superpower — and how to wield it with confidence. In this episode, you’ll learn: 🔹 Why most leaders talk too much (and say too little) 🔹 How clear communication [...]
- October 14, 2025
Working with a narcissist is like living in a Salvador Dali painting. You understand what's happening, but it's an oddly distorted view of reality. Here's how to stay sane.
- October 7, 2025
Women in leadership face unique challenges, but they also bring extraordinary value. In this episode, Jeff Matlow dives into the current state of women leaders, examining both the progress and the barriers that still exist. In this episode, you’ll learn: 🔹 Why women leaders are often held to higher standards 🔹 The real strategies to [...]
- September 30, 2025
You might think you have a communication problem — and you might be right. But the real issue might not be what you communicate but how. In this episode, Jeff Matlow challenges you to stop blaming behavior alone and start rethinking your communication processes. In this episode, you’ll learn: 🔹 Why centralizing and standardizing communication [...]
- September 23, 2025
Criticism stings — but it doesn’t have to sink you. In this episode, Jeff Matlow takes a sharp (and more than a little humorous) look at why criticism hurts so much… and how to turn it into a leadership superpower. In this episode, you’ll learn: 🔹 Why criticism feels like a threat (and what to [...]
- September 16, 2025
At Disney, the character never lets go of the hug first. Ever. That's the Disney hug rule. And it's the most important leadership lesson nobody's teaching.
- September 9, 2025
What can Waffle House teach you about crisis management? A lot more than you'd expect. In this quick and witty episode, Jeff Matlow unpacks the brilliance of the “Waffle House Index” and how clarity leads through chaos. In this episode, you’ll learn: 🔹 What the Waffle House Index is—and why it works 🔹 How strong [...]
- September 2, 2025
Deadlines often feel like pressure — after all, they’re meant to push. But not all deadlines are created equal. In this episode, Jeff Matlow reflects on some personal stuff happening in his life and how it's viewed from the perspective of deadlines. 🎧 Press play. But don't say I didn't warn you. _______________ A lot [...]
- August 26, 2025
Do you feel confined by your own routines or your decisions? Are they backing you into a corner? Turns out, you might be caught in a leadership trap. In this episode, Jeff Matlow shows you how to break free from the trap and get back to that growth you wanted. In this episode you're gonna [...]
- August 19, 2025
Sometimes it’s not what you do — it’s what you don’t do. In this episode, Jeff Matlow unpacks omission bias: that false belief that inaction is safer than action, even when it is just as damaging. Here are a few tidbits you’ll learn in this episode: ✅ How omission bias appears in your life ✅ [...]
- August 12, 2025
70% of workers completely avoid difficult conversations. That's not a worker problem. That's a leadership problem. And it's costing you more than you think.
- August 5, 2025
There are four types of leaders who fail to help their department grow. I've got the metaphor of all metaphors to explain my point. It starts with a sheep, a well of water and a whole lot of uncomfortable truth about how you lead your team. Here's what you'll find inside this well of truth: [...]
- July 29, 2025
Every hero needs a villain. So leaders with Hero Syndrome start manufacturing them. First it's competitors. Then clients. Eventually, it's their own team.
- July 22, 2025
Your customers come to you excited — do you keep that feeling alive, or does it die out like open fizzy water on a hot counter? In this episode, Jeff Matlow tells you about the two important customer lessons every company needs to know in order to maintain and build loyalty. Within the two [...]
- July 15, 2025
Your expectations shape reality, whether you realize it or not. Your underperforming employee isn't the problem, your self-fulfilling prophecy is.
- July 8, 2025
Managing people is hard. But it's a required activity on the path to leadership. Maybe we should rethink leadership. Just ask Hubspot's co-founder, Dharmesh Shah.
- July 1, 2025
Why do people value things more when they’ve built them themselves — even if they’re wobbly and maybe missing a screw? In this episode, Jeff Matlow unpacks the IKEA Effect and what it reveals about motivation, ownership, and great leadership. In this particular episode, you’ll learn some important things like: 🔹 Why involving your [...]
- June 24, 2025
When a team falls short, we often blame the people. But what if the real issue isn't the team, it's the leader? In this episode, Jeff Matlow explores the overlooked root of your unproductive team — and how you can fix it fast. In this episode, you’ll learn: 🔹 Why holding people “accountable” often [...]
- June 17, 2025
We’re told to aim for balance, but what if leadership is isn't about balance at all? In this episode, Jeff Matlow explores the idea of living and leading from a place of surplus — and how it changes everything in ways you never thought about. Here's whaat you’ll learn:🔹 Why leaders need more than [...]
- June 10, 2025
Truth, trust and transparency will transform your team into a powerfully productive and efficient workforce. It all starts with a Ponzi scheme.
- June 3, 2025
Are you addicted to your inbox? Do you always need to be perfect? In this episode, Jeff Matlow outlines the 6 types of work addictions, the dangers of each and practical strategies for reclaiming balance in your work and life. You’ll learn:🔹 How to identify if you're addicted to work and its impact on [...]
- May 20, 2025
Not every great leader looks the same — different leadership personalities are built for different stages of a company’s growth. In this episode, we break down the five leadership types and help you figure out which one you are (and why it matters more than you think). _______________ A lot of leaders have problems... [...]
- May 13, 2025
Most leaders think that change happens just because they announce it — but that’s not how transformation works. In this episode, we unpack what U.S. highway signs, a $10M marketing agency, and your 6th-grade algebra teacher can teach you about what happens if you failed to change. _______________ A lot of leaders have problems... I [...]
- May 6, 2025
What do a psychology professor, Amazon, and Airbnb have in common? In this episode, I’ll show you how their surprising methods reveal the secret to creating a clear, inspiring vision—and why your future success depends on it. _______________ A lot of leaders have problems... I will diagnose your problems and tell you how to fix [...]
- April 29, 2025
The U.S. is one of only five countries in the world that doesn’t guarantee paid maternity leave — and it’s the only rich country on that shameful list. Supporting working mothers isn’t just about fairness — it’s about building a stronger, more successful workplace for everyone. _______________ A lot of leaders have problems... I will [...]
- April 15, 2025
You’re biased and it’s screwing with your leadership. In this episode, I break down projection bias — the invisible force shaping who gets hired, promoted, and heard. If you think you’re fair, you’re probably not. We're gonna fix that. And it starts with white men. _______________ A lot of leaders have problems... I will diagnose [...]
- April 8, 2025
99% of Americans claim that they procrastinate at least some things in their life. There's only one problem: procrastination is not a real thing. You've got bigger problems. It's time you learn the difference between procrastination and prioritization - because there's always enough time to do all the important things in your life. _______________ A [...]
- April 1, 2025
Picture every successful company as a three-legged stool — remove one leg, and things quickly fall apart, right? As it turns out, that's what happens on a daily basis when it comes to the three legs of success: Responsibility, Accountability, and Compliance. In this episode, I put these pillars under the proverbial microscope and take [...]
- March 25, 2025
There are two types of micromanagers. One you know about, the other you don't. The question is, are you a micromanager and don't recognize it? Your employees do. In this episode you'll learn the truth behind the two types of micromanagers - those who are blatantly obvious and those who might not even realize they [...]
- March 18, 2025
Human error causes 94% of traffic accidents—and it’s not just on the road. Our blind spots lead to mistakes in life and in leadership. It's time to address your fear of change in leadership. Recognizing and addressing your blind spots is important for you to grow in your career. In this episode we explore turning [...]
- March 11, 2025
300 Spartans held off the Persian army for two days. Your leadership challenges look smaller now, don't they? Here's what we can learn from the original 300.
- March 4, 2025
Sure, storytelling is an important way to connect with others and create a productive workplace, but it can sometimes become pretty darn toxic if you do it wrong. In this episode, we delve into the complex and sometimes dangerous role of storytelling in leadership. In fact, we start with a little lesson from Chicken Little, [...]
- February 25, 2025
🚦 Life’s a traffic light — and you’re in the driver’s seat. Are you a red light person, a yellow lighter or are you constantly gunning for the green? In leadership and life, your “light” dictates your momentum. Here’s the thing: You control the signal. It's time to recognize your true light. _______________ A lot [...]
- February 18, 2025
It's time to rethink how we approach our goals. In fact, New Year's resolutions don't have to start at the New Year. It's better, because there is a really poor track record of success for New Year's resolutions. But don't worry, I gotchoo. No matter when you create your resolutions (otherwise known as "goals"), there [...]
- February 11, 2025
You think the problem is the President? Here's a bold thought: What if the real problem isn't political leaders—it's you. In fact, it starts right within the walls of your workplace.
- February 4, 2025
Setting boundaries is essential for effective leadership. Who knew a bowling alley could teach us so much about it? 🎳 Just like gutter guards guide the bowling ball towards pins, clear boundaries and expectations steer teams towards their goals. In this episode we explore a few things like: 1️⃣ Clarity in communication 2️⃣ Boosting team [...]
- January 28, 2025
The recent Los Angeles fires hit close to home, literally. When your confronted with scorching moments, it forces you to quickly understand your priorities in life. They not be what you think they are.
- November 12, 2024
Steve Jobs and Elon Musk changed the world with their life altering innovations. Or did they? Was it all just a con?
- October 29, 2024
Have you ever made a mistake in a group and assumed everybody would always remember your buffoonery? Welcome to the Spotlight Effect—the tendency to overestimate how much people notice us. Learn how this effect fuels your anxiety and holds you back from confidently being you. I'll share the tips and tricks to overcome this the [...]
- October 22, 2024
Goldfish grow to the size of their bowl. Want a bigger goldfish? Buy a bigger bowl. Same goes for you.
- October 15, 2024
Is it a bump or a hump? Two signs, 5 feet apart, completely different language. That's not just a road problem. That's a leadership problem.
- October 8, 2024
Conflict is as inevitable in a team as it is in marriage. The important thing is how those conflicts are resolved. It's time to learn the four types of team conflict.
- October 1, 2024
In this episode, I'm taking on one of the biggest misconceptions in the leadership world: the difference between a group and a team. Spoiler alert—if you're just herding a bunch of people toward the same goal, you might be missing the whole team thing. I break down how even the all-star 2004 Olympic basketball team [...]
- September 24, 2024
Work-life balance is a terrible idea. You think it's a good idea, but you're wrong. It is impossible to balance the two. The good news is that there's a better way.
- September 17, 2024
Building a strong, trustworthy support network is essential for leaders. The support network allows you to share challenges and receive honest feedback, ultimately promoting your personal and professional growth. You know who's great at creating a strong support network?The mafia, that's who. This episode will teach you how to find and cultivate your own support [...]
- September 3, 2024
You only have two choices in any moment: faith or fear. There is no middle ground. And fear-driven leadership quietly kills the culture you're trying to build.
- August 27, 2024
I had a life-changing two weeks off the grid. Did you miss me? Well, the good news is that I'm back. The bad news is that right after I got back, I had a death in the family. But don't worry, this isn’t your typical "treasure every moment" story. Instead, it's led me to realize [...]
- August 20, 2024
Spiders, irrational fears, and the secret to success—who knew they’d go hand in hand? As it turns out, the patience and intelligence of spiders are the key to you achieving your dreams. Go figure.
- August 14, 2024
The relationship with your manager is the most important ones to get right. But you’re rarely ever taught how the tools for managing up. You're going to learn them now.
- August 13, 2024
Sometimes, trying too hard to be right all the time can actually backfire. As my mother-the-therapist always told me, the more we focus on always being right, the more we risk damaging our relationships and stifling the creativity and openness of the people around us. Actually, she said that in much more eloquent terms but [...]
- August 6, 2024
The Iceberg of Ignorance is a real thing. If you haven't listened to Part 1 of this series, you should do that now because in this episode we take it to the next level. Bridging the knowledge gap between leaders and frontline workers is essential for addressing company problems effectively. I outline four critical tools [...]
- July 30, 2024
The Iceberg of Ignorance is a real thing. It explains why leadership often remains unaware of a company's real problems. In this episode I illustrate the importance of understanding the iceberg with a story about a well-meaning CEO who, despite his enthusiasm and open-door policy, was oblivious to the significant issues his employees faced. Understand [...]
- July 23, 2024
The "Right to Disconnect" is a law that is already enacted in six countries. Spoiler Alert: the United States is not one of them. And I wouldn't hold your breath that the US government will even consider this law. The law is all about promoting work-life balance. It legally allows employees to disengage from work-related [...]
- July 16, 2024
The way you think about Taylor Swift is the way you think about every woman in leadership. The problem isn't her music. The problem is her success.
- July 1, 2024
85% of leaders don't build a real culture of accountability. They think they do. They don't. Because accountability isn't the problem. It's the symptom.
- June 24, 2024
In this episode, I delve into the crucial concept of stability in life and at work, especially in the wake of a global pandemic. Let me tell you about the “Stability Life Test.” It’s a simple exercise that illustrates the profound connection between physical balance and longevity. It is not only fascinating for the results, [...]
- June 17, 2024
Loyalty is misunderstood. In fact, a whole lot of companies screw up employee issues because of their so-called definition of "loyalty", which, by the way, is wrong. In this rant I talk about the difference between perceived loyalty and true loyalty. Most importantly, I talk about the importance of matching employees to the right roles [...]
- June 10, 2024
You don't need to like me. I'd like you to. But being liked as a leader isn't the job. Being trusted and respected is.
- June 3, 2024
When you treat loyal employees like pita bread — you’re going to tear something. In this under‑10‑minute episode of The Best Leadership Podcast Ever, I dig into how many companies — including yours? — misunderstand loyalty, misplace people, and end up losing their best players. What’s inside: 🤝 Why “finding jobs to fit people” isn’t loyalty, it’s a growth killer.  [...]
- May 23, 2024
Your open door policy doesn't work. Only 14% of employees will walk through it. You don't have an open door policy. You have a one-way mirror.
- May 9, 2024
Motivated employees are 87% less likely to leave. But most leaders do employee motivation backwards. The CIA can help with that.
- April 11, 2024
Apologizing is good. Over-apologizing is bad. In this episode, I dive into the curious case of the over-apologizing female leader, which has run rampant in today’s corporate environment. I explain the perplexing phenomenon where strong, capable women in leadership positions find themselves caught in a relentless loop of saying "I'm sorry." I discuss the two [...]
- April 8, 2024
There used to be 27 letters in the alphabet. The 27th got pushed to the back and called weird. Eventually it became more famous than all of them. Empowering different employees is a leadership lesson hiding in plain sight.
- April 4, 2024
Welcome to my world, where the process of finding my lost keys reveals some pretty profound life lessons. Plus, as a special bonus, I’ll fill you in on how dealing with the 'Smartest Person In The Room' (SPITR) leads to a saga of self-discovery. Sometimes, the most significant insights are hiding in plain sight, waiting [...]
- April 1, 2024
It’s time to look behind the curtains of history's most iconic creations, from BMW’s ultimate driving machine to the pyramids of Giza and back to Rihanna. This episode peels back the glossy facade of brands, historical achievements, and celebrity successes to celebrate the unsung heroes - the countless individuals whose sweat and grit are the [...]
- March 26, 2024
Your job description and job title are not your true job. The most successful leaders are the ones who understand their true job. Let's start with McDonald's
- February 28, 2024
90% of the Fortune 500 from 1955 are gone. The danger of complacency isn't that you'll stop working hard. It's that you'll keep doing the things that got you here, thinking they'll get you there too.
- February 28, 2024
I used to want to be a superstar. I wanted to people’s knees to buckle when they saw me. But in time, I realized one important thing: I’m not that type of hero. There is a hero in all of us. You just have to embrace it. _______________ A lot of leaders have problems... I [...]
- February 28, 2024
Empathy is feeling bad about the war in Ukraine over your latte. Radical empathy in leadership is buying a one-way ticket to Poland and housing 1,200 refugees. That's the difference.
- February 28, 2024
More people die coming down from Everest than going up. They mistake a milestone for the finish line. Mistaken milestones are everywhere in your career. Don't fall for the trap.
- February 28, 2024
A professor draws a tiny black dot on a blank page. Every student sees the dot. Nobody sees the 99% blank space. That's the power of perspective. And it's running your leadership.
- February 28, 2024
Welcome to “The Best Leadership Podcast Ever”. It’s great to have you here. Seriously, you look especially leader-like today. Get ready for insights to catapult your career growth and transform your leadership. It’s always delivered with stories that’ll tickle your pickle. Assuming you have a pickle near the butterflies in your stomach. Take a few [...]














































































































