PathNorth Podcast

PathNorth Podcast

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: Failing to pursue one's true purpose Neglecting to nurture deep relationships Prioritizing success over significance Withholding forgiveness—from oneself and others 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.

Episodes

June 6, 2025 21 mins
In this final episode of The Five Regrets to Avoid in Life, Doug Holladay and Jamie Haith take on one of the most difficult—and transformative—truths of the human experience: the cost of withholding forgiveness. Whether directed toward others or ourselves, the inability to forgive can quietly shape our relationships, decisions, and inner peace.

Doug shares how forgiveness is often misunderstood as forgetting or minimizing what happe...
Mark as Played
In this episode of The Five Regrets to Avoid in Life, Doug Holladay and Jamie Haith delve into the quiet fear that keeps many of us stuck: the fear of change, of stepping into the unknown, and of losing the identity we've worked so hard to build. Doug shares powerful stories of leaders who, despite their success, hesitated to pivot—to leave, to begin again, or to grow in a new direction—because they feared what might be lost.

Togeth...
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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,...
Mark as Played
In this episode of The Five Regrets to Avoid in Life, Doug Holladay and host Jamie Haith take on one of the most pervasive traps in modern life: a narrow definition of success. Together, they unpack how chasing status, wealth, or achievement—while culturally celebrated—can leave us feeling empty or off-course.

Doug shares stories from decades of working with high-performing leaders who, despite their accomplishments, often feel a qu...
Mark as Played
In the opening episode of The Five Regrets to Avoid in Life, PathNorth Founder and CEO Doug Holladay sits down with host Jamie Haith to confront a fear many of us carry but rarely name: the fear of facing our own story. In this candid conversation, Doug shares how our unwillingness to examine the full arc of our life—our past wounds, unfinished chapters, and unspoken longings—can quietly shape the way we lead, love, and live.

Rooted...
Mark as Played

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