Enneagram with JB: A Podcast About Enneagram Personalities

Becoming Who You Are: Risk, Reinvention and the Path You Didn’t Plan (with Stephen Brewster)

Jackie Brewster Season 4 Episode 16

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0:00 | 34:01

What happens when life doesn’t go according to plan, but somehow still becomes exactly what it needed to be?

In this deeply personal episode, I sit down with my husband, Stephen Brewster, to talk about becoming — not through a straight line, but through risk, pivots, disappointment, growth, counseling, faith and learning to trust the next step before you can see the whole picture.

Stephen shares his journey from the music industry, to church leadership, and eventually into artist management in his early 40s. We reflect on marriage, frequent moves, starting over, learning through counseling, understanding personality patterns through the Enneagram and the tension between safety and risk.

This conversation is honest, grounding, and full of wisdom for anyone who feels like they’re behind, stuck or questioning whether it’s too late to step into something new.

Follow along for more conversations around the Enneagram, nervous system awareness, growth, relationships, and becoming who you were created to be:

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