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