
S9E19 - Wild Courage and the Heart of the Enneagram Three, with Jenny Wood and Carlina Daugherty
Published: November 6, 2025
Duration: 1:03:44
What happens when two high-achieving Enneagram Threes sit down with an Enneagram Four? You get an electric, honest, and surprisingly tender conversation about ambition, fear, and what it really means to live courageously.
In this episode, Ian sits down with Jenny Wood, former Google executive and author of Wild Courage: Go After What You Want and Get It, and her Chief of Staff, Carlina Daugherty, for an unfiltered look at the drive and depth behind the Enneagram Three. Together, they explore:
· Why fear — not talent — is often the real barrier to success
· The nine "wild" traits...