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In this raw and powerful episode of You Winning Life, Jason Wasser welcomes Adrian Koehler, a high-impact executive coach and leadership trainer, to discuss the transformative power of commitment, language, and self-awareness in both life and leadership.
They explore how getting “stuck” in career or personal relationships often stems from a lack of clarity, aligned values, or the fear of fully committing. Adrian breaks down the difference between trying and committing, shares insights from coaching founders and prison inmates alike, and opens up about his own growth through fatherhood, failure, and radical honesty.
The episode covers everything from reinventing your job description to challenging toxic workplace dynamics, and how proactive conversations and deep accountability can help you play to win—not just survive.
Key Topics Covered:
🔹 Commitment vs. Trying – why "trying" keeps you stuck
🔹 The power of language in leadership and personal transformation
🔹 Coaching vs. traditional therapy – how results and accountability shift outcomes
🔹 How to rewrite your job description and align with your purpose
🔹 The role of self-awareness in authentic relationships
🔹 Rewiring chronic complaints (“rackets”) in personal and professional life
🔹 Using personal stories and feedback loops to drive growth
🔹 Building strong family standards and leadership at home
🔹 The difference between playing to win vs. playing not to lose
Memorable Moments:
🎧 Adrian shares how Paul Simon’s “Still Crazy After All These Years” helped him through tough times
🛠️ Real-world advice on how leaders can use audacity and alignment to thrive
📢 Why TEDx talks and unedited conversations matter more than polished content
Resources & Links:
🌐 Learn more about Adrian Koehler: https://www.takenewground.com
🙌 If this episode hit home, leave a review, share with a friend, and tag us to continue the conversation.
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