The Hero’s Blueprint Episode 1: The Power of Adversity, Authenticity, and Surrounding Yourself with the Right People

Listen to the Full Episode

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Welcome to the very first masterclass of The Hero’s Blueprint—the podcast for the next generation: dreamers, misfits, and those looking for a clear path to their own success.

For this monumental first episode, I sat down with the incredible Winn Claybaugh—entrepreneur, author of Be Nice (Or Else!), mentor to thousands, and a true leader who’s spent decades creating impact and showing the power of kindness in success.

In this episode, Winn and I dive deep into powerful lessons that anyone—no matter where you are on your journey—can use to take action, overcome challenges, and move closer to the life you deserve.

Key Lessons from Winn Claybaugh’s Journey

If you’re feeling stuck, overwhelmed, or unsure of your next step, this conversation is packed with tools and takeaways that you can start applying today:

  1. Own Your Story and Lead with Authenticity
    Being true to yourself is a game-changer. Winn shares how embracing your story—flaws and all—can transform the way people connect with you and open doors you never imagined.

  2. Surround Yourself with the Right People
    Who you allow into your life matters. Winn talks about how letting go of the wrong people (even when it’s hard) creates space for those who truly belong.

  3. Evaluate Your Environment
    Stuck in a toxic job or situation? Winn explains how to recognize when something is draining you—and when it’s time to move on to reclaim your energy and purpose.

  4. Leadership Isn’t About Titles
    Leadership is about influence and showing up—not a job title. Winn dives into how you can start leading in your life, no matter where you are right now.

  5. Staying Positive Through Setbacks
    Life throws curveballs—like injuries, losses, and setbacks. Winn opens up about how he keeps moving forward when things don’t go according to plan.

  6. Be Present in Your Relationships
    Winn reminds us that being present with the people you love is one of the most powerful ways to create happiness and fulfillment.

  7. Happiness Requires Effort
    Success and joy don’t just happen—you have to choose them daily. Winn shares practical tips for building momentum and growth.

Episode Highlights and Timestamps

Want to jump to specific moments? Here are the highlights:

  • 02:22 The Impact of Upbringing on Success

  • 06:25 The Entrepreneurial Mindset

  • 10:19 Navigating Challenges as an Entrepreneur

  • 14:12 Owning Your Story and Authenticity

  • 18:55 The Importance of Your Circle

  • 24:38 Deciding to Stay or Leave a Job

  • 29:31 Leadership Beyond Titles

  • 33:13 Defining Leadership and Influence

  • 37:37 The Importance of Presence in Parenting

  • 43:53 Navigating Life’s Challenges and Injuries

  • 48:19 Time Management and Hustle

  • 57:02 The Journey of Growth and Learning

  • 01:03:51 Leaving a Legacy of Love and Kindness

Listen to the Full Episode

If you’re ready to stop feeling stuck and start building your Hero’s Blueprint, you won’t want to miss this conversation.

👉 Listen here:

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The Hero’s Blueprint Episode 2: The Formula for Luck – Preparation + Positioning = Opportunity