Meditations on Leadership with Don Carpenter

The Gift of Honest Failure

Don Carpenter Season 1 Episode 20

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In this episode of Meditations on Leadership, Don explores The Gift of Honest Failure and the quiet courage it takes to lead with humility when things don’t go as planned. Reflecting on personal missteps and the human side of leadership, Don invites listeners to consider how honesty and self-awareness can turn failure into forward movement.

Don is joined by David Engle, a Maine-based entrepreneur, investor, and community builder whose leadership journey includes both bold growth and hard-earned lessons. Together, they reflect on the tension between pace and people, the importance of learning from failure in real time, and how failing forward can deepen trust, clarity, and impact.

This episode is a thoughtful invitation to slow down, reflect, and lead with greater honesty and care. 

To learn more about Don's work, upcoming offerings, and leadership resources, visit carpentercompanyconsulting.com

If something in today’s episode spoke to you, I hope you’ll subscribe and continue the journey with me — because leadership begins within.