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July 25, 2025 14 mins

In this microdose episode, Jon sits down to be interviewed by Jay Fields - one of our previous guests - on HER show, the Hey Wait podcast. They explore themes of authenticity, emotional vulnerability, and the societal conditioning that affects men's emotional expression. Jon shares his journey from the Navy SEAL Teams to mindfulness, emphasizing the importance of feeling emotions and the challenges posed by the 'nice guy' persona. The discussion also touches on the differences between being nice and being kind, the impact of people-pleasing in relationships, and the need for men to embrace their confidence and vulnerability.


Listen to the full episode here

Apple: https://podcasts.apple.com/us/podcast/hey-wait/id1810486310

Spotify: https://open.spotify.com/show/4ggpeSHBZ1358MoNXt6tdE


takeaways

  • Authenticity is crucial for meaningful relationships.

  • Societal conditioning affects emotional expression differently by gender.

  • Mindfulness can help individuals connect with their emotions.

  • The 'nice guy' persona can hinder personal growth and relationships.

  • Being kind is different from being nice; kindness is rooted in authenticity.

  • Men often seek validation through people-pleasing behaviors.

  • Healthy masculinity exists and is essential for emotional well-being.

  • Vulnerability is a strength, not a weakness.

  • Emotional experiences on the battlefield can enhance self-awareness.

  • Practicing mindfulness can lead to greater self-acceptance.


Chapters

00:00 John McCaskill's Journey: From Navy SEAL to Mindfulness Teacher

00:56 The Importance of Feeling Emotions

03:20 Overcoming Military Training: Embracing Vulnerability

07:36 The Role of Mindfulness in Personal Growth

11:16 Integrating Different Life Chapters

13:29 Microdose Outro






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