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PathNorth Podcast

PathNorth Podcast

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 Introducing The Five Regrets to Avoid in Life, a compelling new podcast series from PathNorth, hosted by Jamie Haith and featuring candid conversations with PathNorth Founder and CEO, Doug Holladay. This five-episode season invites listeners into a reflective journey, exploring the pivotal regrets that often surface at life's end—and how to live intentionally to avoid them.

Doug Holladay, a former White House advisor, Goldman Sachs executive, Georgetown University professor, and author of Rethinking Success: Eight Essential Practices for Finding Meaning in Work and Life, brings decades of insight into what truly matters. His work with PathNorth—a community dedicated to helping leaders broaden their definition of success—centers on creating spaces for meaningful conversations about purpose, relationships, and legacy.

In this series, Doug and Jamie delve into five core regrets that many face later in life:
  1. Failing to pursue one's true purpose
  2. Neglecting to nurture deep relationships
  3. Prioritizing success over significance
  4. Withholding forgiveness—from oneself and others
  5. Ignoring one's spiritual core
Each episode blends personal stories, leadership insights, and practical wisdom, offering listeners a roadmap to a life of greater meaning and fewer regrets. Whether you're a seasoned executive or someone seeking deeper fulfillment, this series challenges you to reflect on your choices and align your life with what truly matters.

Tune in to The Five Regrets to Avoid in Life and embark on a transformative exploration of purpose, connection, and intentional living.Copyright PathNorth
Episodios
  • The Third Regret: Avoiding Authentic Relationships

    The Third Regret: Avoiding Authentic Relationships
    May 23 2025
    In this episode of The Five Regrets to Avoid in Life, Doug Holladay and Jamie Haith explore a regret that often surfaces too late: the cost of avoiding authentic connection. As Doug shares from his work with CEOs, diplomats, and entrepreneurs, a common theme emerges—many people struggle to let their guard down, even with those closest to them.

    Together, they examine why we so often settle for surface-level relationships—out of fear, busyness, or the illusion of independence—and what’s lost when we do. Doug offers honest reflections and practical insights into the power of vulnerability, trust, and presence in cultivating deeper human connection.

    This episode invites listeners to take inventory of their relationships and ask: Where am I hiding behind performance or perfection? And what could open up if I led with authenticity?
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    22 m
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