How to Work with Anyone Even the Difficult Ones with Ryan Leak

What If Failing Was the Best Thing That Could Happen to You?

In this powerful conversation with Ryan Leak, we dive into one of the most misunderstood truths about success: failure isn’t the end—it’s the beginning. Ryan is a best-selling author, speaker, and executive coach who’s made a career out of helping people reframe failure as the very path to greatness. And in this episode, he breaks down why most of us are playing it too safe, avoiding the very thing that could unlock our next level.

Ryan opens up about his own journey, including the doubts and fears he had to walk through to get where he is today. We talk about what it feels like to take risks when everyone’s watching, how to silence the inner critic that says you’re not enough, and why your willingness to fail may be the single most important indicator of your future success.

What I love about Ryan is that he doesn’t just talk theory—he lives this stuff. He shares how writing books, building a business, and coaching leaders all started with moments where failure seemed inevitable. And yet, by leaning in instead of running away, he discovered opportunities that never would’ve shown up otherwise.

If you’ve been holding back, waiting until you feel “ready,” or letting fear of failure keep you small, this episode will set you free. Ryan’s wisdom will challenge the way you see setbacks, redefine what winning really looks like, and remind you that courage always comes before confidence.

Key Takeaways:

Why failure is often the best teacher for growth and innovation

How to quiet the inner critic and reframe self-doubt

The difference between failing and being a failure

Why confidence is a result of courage, not a prerequisite for it

Practical steps to start taking bigger risks without being paralyzed by fear

You don’t need to wait until you’re fearless to take action. The truth is, the future belongs to those willing to fail forward. Listen in—you’ll never look at failure the same way again.

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