
The H2 Leadership Podcast Why Success Is More Disorienting Than Failure. Roots, Fruits, and the REAL Cost of Winning
Most leaders expect failure to be hard — but no one warns us how disorienting success can be. In today’s episode, Alan Briggs takes us inside a live leadership session and unpacks the real, often hidden challenges that come with growth: fulfillment gaps, maturity barriers, identity drift, disorientation, burnout, and the pressure of everyone wanting a piece of your time.
But this conversation isn’t about fear. It’s about forming the kind of roots that can sustain real fruit.
Alan shares practical insights on:
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Why success often feels emptier than we expect
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The surprising truth that what got you here won’t get you there
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How success multiplies options, noise, and expectations
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Why leaders lose honest feedback when they gain influence
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The difference between external fruit and internal roots
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The identity dreams every healthy leader should define
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How to build a life that matches the person you’re becoming
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What it takes to grow without losing yourself, your family, or your soul
If you’re leading a team, building a company, or navigating a season of rapid growth, this episode gives you a framework to name what’s happening beneath the surface — and an invitation to design a healthier, more intentional way to live and lead.
Key Takeaways-
Success reveals weaknesses success created.
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Leaders need pre-made filters to protect their time and energy.
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Roots = identity, health, and formation. Fruits = visible impact.
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Without strong roots, success will topple you like a pine tree in a storm.
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Identity dreams > traditional goals.
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Investment always feels like loss before it feels like growth.
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Healthy leaders design their lives on purpose — not in reaction.
Include these in your notes for authority + click-through:
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Learn more about H2 Coaching: https://www.h2leadership.com
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Get Alan’s book “Anti-Burnout”: https://a.co/d/9Xzn5mJ
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Follow the H2 Leadership Podcast: https://www.h2leadershippodcast.com
If this episode resonated, share it with a leader who needs it — and leave a quick rating or review so more leaders can discover the show.
