Revenue Builders

Rewind: Leading Authentically with Doug Holladay

Nov 20, 2025
Doug Holladay, founder of PathNorth and author of Rethinking Success, discusses his unconventional career and the importance of authentic leadership. He emphasizes the need for vulnerability and gratitude, exploring how personal narratives shape our paths. Doug offers practical exercises to uncover purpose, advocates for balancing financial success with meaningful relationships, and underscores how challenges can help us find clarity. He also shares insights on fostering empathy and maintaining humility as pivotal traits in leadership.
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ADVICE

Use Five-Year Blocks To Find Purpose

  • Do map your life in five-year blocks and record what you loved and what others said you were good at.
  • Use the recurring themes to align work with activities that give you energy and purpose.
INSIGHT

Loneliness Harms Leadership Decisions

  • Loneliness is epidemic among leaders and it degrades decision quality.
  • Without trusted confidants leaders make worse choices and feel disconnected.
ADVICE

Lead Through Vulnerability

  • Do be authentic and share brokenness; people connect more to honest vulnerability than perfection.
  • Create safe spaces where admitting flaws makes others feel safer to be real.
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