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The Ryan Leak Podcast

The Ryan Leak Podcast

Ryan Leak 121 episodes Latest May 25, 2026

The Ryan Leak Podcast features Ryan Leak, a dynamic speaker, executive coach, and best-selling author. He shares insights on leadership, personal growth, and professional development, drawing from his work with Fortune 100 companies and professional sports teams. Each episode offers inspiration and practical advice to help listeners improve their lives.

Episodes

Are You Okay? Jun 8, 2026 00:10:43 The most underrated form of care in any workplace or family is the courage to ask one more time, are you okay? And actually mean it.One in five adults in this country lives with a mental health condition in any given year. Which means, statistically, somebody you love is carrying something you can't see. And there's a real chance that somebody is you.In this episode, Ryan opens up about so
Invited to the Table or the Trial? Jun 1, 2026 00:10:53 Most of us walk into hard conversations with the wrong goal. We're chasing agreement when we should be building connection. We're choosing accuracy when we should be choosing tone. And then we wonder why the conversation went sideways.In this episode, Ryan talks about the hard conversations almost everybody is sitting on right now. The one with your spouse. With your kid. With your boss. W
It’s Hard For Me to Say This May 25, 2026 00:10:45 We’ve confused boundaries with rejection. With selfishness. With being difficult.But what if boundaries aren’t walls meant to keep people out… what if they’re doors with locks on them?In this episode, Ryan talks about why so many of us struggle to say no, how people are trained by what we tolerate, and why the most compassionate people are often the clearest people. From late night work texts to o
Just Kidding May 18, 2026 00:09:17 Ever been in a professional meeting, a grown-up, serious, adult conversation, and somebody says one thing that hits you the wrong way, and suddenly you’re not a leader anymore? You’re seven. The playground version of you just hijacked the boardroom version of you, and now you’re saying things that the real you is going to regret by lunch. That’s age regression, and it happens to all of us.In this
Career Dysmorphia May 11, 2026 00:15:26 You can be world-class at one thing and completely obsessed with another. I’ve got a friend who is the best speaker I know — the kind of communicator who stops rooms — but what he really wants to do is sing. He’s an okay singer. And that gap between what he sees in the mirror and what the world actually sees? That’s career dysmorphia. It’s the professional version of looking at your reflection and
Challengers and Champions May 4, 2026 00:11:02 We all love having people who believe in us. Champions encourage us, remind us who we are, and push us toward the rooms we’re afraid to enter.But if encouragement is the only voice in your life, you can stop growing.In this episode, Ryan unpacks the surprising history behind the phrase “devil’s advocate” and why every person needs both a Champion and a Challenger. One builds you up. The other stre
The Willpower Muscle Apr 27, 2026 00:11:56 What if willpower isn't something you're born with, but something you build? In this episode, Ryan breaks down the brain science behind self-discipline (meet your anterior cingulate cortex, aka your "willpower muscle") and shares the simple daily practice that helped him climb out of a season of coasting. You'll learn why most of us don't struggle because we don't kno
Right On Time Apr 20, 2026 00:12:32 Most of us think we need more time. More margin. More space in the calendar.But what if the issue isn’t how much time you have… it’s what you’re missing inside the time you already have?In this episode, Ryan unpacks the powerful concept of kairos—a Greek word that means the right, decisive, or opportune moment. While we live in a world driven by chronos (schedules, deadlines, and clock-based time)
Procastination Proof Apr 13, 2026 00:10:46 We all say it. “I’ll start next week.”But next week has a funny way of turning into next month… or next year.In this episode, Ryan tackles one of the most universal struggles we all face: procrastination. Not as a time management issue, but as a starting problem. If you’ve ever delayed a conversation, avoided a decision, or kept putting off something you know matters, this one’s for you.Ryan unpac
Break The Ice Apr 6, 2026 00:11:04 Most people think “break the ice” is about small talk. It’s not. It’s about leadership.In this episode, Ryan unpacks the surprising origin of the phrase and what it teaches us about navigating difficult conversations. Every room has tension, silence, or something left unsaid. The difference-maker is the person willing to go first.If you’ve been avoiding a hard conversation at work, at home, or wit
The Story Behind Difficult People Mar 30, 2026 00:14:34 We all know someone we’d label as difficult. But what if what you’re experiencing is just one scene in a story you don’t know?In this episode, Ryan unpacks the idea that every difficult person has a backstory—and most people are carrying far more than they let on. Drawing from real conversations and anonymous confessions from PostSecret, this episode will challenge how you see people, lead people,
A Better Way of Saying No Mar 23, 2026 00:10:56 A lot of us struggle to say no not because we’re weak, but because we care. In this episode, Ryan breaks down the real tension behind saying no—competing priorities—and why every yes often comes with more yeses attached. From podcast requests to meetings that multiply, he shares practical and kind ways to protect your time without burning bridges. If you’ve been overcommitted, stretched thin, or g

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