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Episode: 317

The Real Reason Boys and Men Are Quietly Struggling & How to Support Them

with Jason Wilson

This episode will change the way you see the men in your life – and the way they see themselves. 

Today, bestselling author Jason Wilson is here to talk about what most men won’t say out loud — and what they need to hear. 

For the past 22 years, Jason has been mentoring boys and men at the Cave of Adullam — a martial arts based mentoring program that gives them permission to feel, room to heal, and the tools to lead. 

And what he shares in this conversation will move you. It will surprise you. And it will equip you with the tools and insights to help the men in your life grow. 

You’ll learn:

  • Why so many men are silently struggling — and the real reason they don’t talk about it. 
  • What boys actually need to grow into strong, emotionally healthy men. 
  • How to support the men you love without judgment.

This is a masterclass in how to stop suffering in silence and start living with more peace, power, and purpose.

Listen on:

I want every man listening to hear this: it's time to become a human being, not a human doing.

Jason Wilson

Transcript

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Guests Appearing in this Episode

Jason Wilson

Jason Wilson is a bestselling author, award-winning mentor, and founder of The Cave of Adullam Transformational Training Academy. For over two decades, his work has empowered boys and men to build emotional resilience, heal generational pain, and lead with strength and compassion.

  • The Man The Moment Demands

    Men are lost and in crisis. In a world full of misinformation and broken relationships, they are unsure of the true meaning of manhood and grab on to distorted versions of masculinity that pull them into emotional incarceration. But there is hope and a path to freedom.

    In The Man the Moment Demands, bestselling author and founder of the Cave of Adullam, Jason Wilson, will empower you to become the right man in every moment by embodying the ten characteristics of the comprehensive man: the Fighter, the Provider, the Leader, the Lover, the Nurturer, the Gentleman, the Friend, the Husband, the Father, and the Son. With The Man the Moment Demands, you'll learn how to:

    Unpack the impact of your past and unlock the power to shape your future

    Embrace transparency and express the full spectrum of your emotions while maintaining self-control

    Evolve beyond the “alpha male” myth through example, not intimidation

    Answer the question “Who are you?” to strip away the facade and live authentically

    This is not just a transformative book; it's a blueprint and a rite of passage for those ready to rise and rediscover what it truly means to be a man—authentically human. One that will empower you to be the man the moment demands.

  • The Cave of Adullam

    This documentary tells the story of Jason Wilson and the transformational training academy he runs for young Black boys. With his mantra, "it's easier to raise boys than repair broken men," Wilson's methodology teaches emotional stability instead of discipline, setting these children on a path to become whole and healthy adults.

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