Lisa Bilyeu sits down with transformational coach, speaker, and best-selling author Jason Wilson for an unfiltered, eye-opening conversation on men, masculinity, and emotional connection. Jason is the founder of the “Cave of Adullam,” a life training academy for boys and men, and he’s developed a reputation for helping men break free from emotional suppression and cultural programming. With the communication gap between men and women wider than ever, Jason joins Lisa as a much-needed “translator,” decoding what men think but often don’t say.

Together, they dig deep into generational wounds, emotional barriers, and the misunderstandings that keep men and women disconnected from one another. Through a game of “Why Does a Man…?” Jason exposes surprising truths about commitment fears, intimacy, cheating, and why men fear vulnerability. Lisa shares her own honest reactions, highlighting the ways that society’s conflicting scripts hurt women, too. Whether you’re struggling to understand the men in your life or looking to heal and set boundaries, this episode is a must-listen.

SHOWNOTES

00:00 Introduction — The Communication Gap Between Men & Women

00:33 Jason’s Mission: Translating The Emotional Language of Men

01:15 Why Does a Man Fear Commitment?

02:25 Boys Don’t Cry: The Damaging Message of Stoic Masculinity

03:43 The True Struggle Behind Men’s Emotional Walls

04:14 Jason’s Advice: Guard Your Heart & Set Standards

05:09 Why Some Men Seek Sex But Hide Their Phones

05:53 Why Does a Man Say He Loves You But Cheats?

07:20 Redefining Love and Faithfulness for Men and Women

08:03 Jason’s Story: Culture, Virginity, and the “Manhood” Script

10:51 The Double Standard: Women Shamed, Men Pressured

12:10 Jason’s Perspective on Sex, Standards, and Commitment

13:17 Changing the Narrative Around Sex for Both Genders

14:29 The Problem with “Happy Wife, Happy Life” & “Ball and Chain”

16:30 Self-Maintenance vs. Self-Love for Men

18:13 The Mantras That Are Damaging Men’s Health

19:59 Words, Emotional Abuse, and the Impact on Both Genders

20:12 Words Women Say That Hurt Men

22:42 Learning to Communicate Deeper Vulnerabilities

24:18 The “Honey-Do” List and Men’s Need for Peace

25:36 Practical Ways Women Can Encourage Rest & Vulnerability

26:33 Why Does a Man Ignore You When You Talk?

28:08 The Emotional “Crayon Box” Divide & Why Men Shut Down

FOLLOW JASON WILSON:

Instagram: https://www.instagram.com/mrjasonowilson

Twitter/X: https://twitter.com/MrJasonOWilson

Website: https://mrjasonwilson.com

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