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Why More Success Won’t Fix the Emptiness High Performing Leaders Don’t Talk About | Sean Keller - E40

Dec 24, 2025
In a deep and insightful conversation, Sean Keller, a filmmaker-turned-leadership coach, shares his journey from success to personal clarity. He discusses how achievement often masks inner emptiness and the crucial role of 'pruning' in personal and professional growth. Sean emphasizes the importance of embracing discomfort for transformation and how vulnerability can enhance leadership. He reflects on his own wilderness experience, advocating for purposeful living grounded in faith and alignment.
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ANECDOTE

Breakthrough From A Teen Film Contest

  • Sean Keller won an AT&T filmmaking competition as a teen which launched early career opportunities.
  • His friend took the LA trip, yet Sean still landed N.T. Wright as a client and helped build a global course platform.
INSIGHT

More Achievement Masks Emptiness

  • More (money, clients, gear) felt like progress but left Sean empty and incongruent with his values.
  • He realized true depth came from leaning into faith and alignment, not adding more accomplishments.
INSIGHT

Pruning As A Leadership Lens

  • John 15's pruning metaphor helped Sean interpret painful seasons as necessary refinement.
  • Pruning allows a leader to let go of many good things to become the 'championship' branch that bears fruit.
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