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  • The Fifth Regret: Not Forgiving

    The Fifth Regret: Not Forgiving
    2025/06/06
    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 happened. But true forgiveness, he explains, isn’t about erasing the past—it’s about choosing freedom over bitterness, and healing over self-protection. Drawing on stories from his own life and those of leaders he's walked alongside, Doug offers a path forward through the pain.

    This episode is a profound reminder that forgiveness is not weakness—it’s strength. And choosing it just might release us from one of life’s deepest regrets.
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    22 分
  • The Fourth Regret: Fear of Risk and Diminishment

    The Fourth Regret: Fear of Risk and Diminishment
    2025/05/30
    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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    22 分
  • The Third Regret: Avoiding Authentic Relationships

    The Third Regret: Avoiding Authentic Relationships
    2025/05/23
    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 分