E171: Bootstrap Boogie. The Race Between Doubt and Trust

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Sometimes leadership looks like running a race you’re not sure you’re ready for.

In this episode, Cynthia shares a story from her 17k Bootstrap Boogie run — a course made of grass, beach, clay, shale, trail, and boardwalk — and every emotional terrain in between. What began as a morning of self-doubt became a powerful reminder of what happens when we trust our presence more than our pressure.

Through moments of laughter, falling, friendship, and reflection, Cynthia explores how physical challenges often mirror our inner ones: how to stay grounded when the path changes beneath you, how to lead beside others instead of ahead, and how to blaze new trails for those who’ll follow.

This isn’t just a running story. It’s a love letter to courage, community, and self-trust — and a reminder that leadership is, at its heart, love in motion.

Listen if you’ve ever doubted your strength, questioned your “yes,” or needed someone to ring the cowbell for you.

Access the Playlist (aka musical love letter) here.

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Cynthia Jamieson 🧡🌱

Leadership Coach | Creator of The Self-Trust Arc™ | Intuitive Intelligence® Guide | 🎙️ Host | Helping Leaders Lead From Self-Trust, Presence, and Truth