PathNorth Podcast

PathNorth Podcast
Podcast Description
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 purposeNeglecting to nurture deep relationshipsPrioritizing success over significanceWithholding forgiveness—from oneself and othersIgnoring one's spiritual coreEach 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.
Podcast Insights
Content Themes
This podcast focuses on pivotal life themes, including the pursuit of true purpose, nurturing deep relationships, rethinking success, practicing forgiveness, and connecting with one's spiritual core. For example, one episode challenges listeners to confront the regret of avoiding authentic relationships, while another encourages redefining success beyond societal measures, providing listeners with both personal stories and practical wisdom.

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.
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.
Together, they explore the internal tension between stability and transformation, and why clinging to comfort can become its own kind of trap. Doug offers a reframing: What if the greatest risks in life aren’t about failure, but about the risk of never becoming who you were meant to be?
This episode is an invitation to embrace evolution, welcome reinvention, and move toward change that may not always make sense on paper, but speaks deeply to the soul.

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