In this heartfelt, humorous, and deeply human conversation, Ian sits down with longtime friend — artist, filmmaker, professor, and Enneagram Seven — Steve Taylor. You may know him as the legendary provocateur who "invented irony for Christians," but in this episode, we explore the terrain beneath the creativity, the energy, and the relentless forward motion that has defined so much of his life.

Together we wade into the deeper waters of the second half of life — aging, character, grief, spiritual maturity, limitations, and the sacred invitation to move from doing to being. Steve speaks candidly about the shifting landscape of life at 67:

• the habits that no longer serve him

• the tender emergence of compassion

• learning to sit with grief rather than outrun it

• the uncomfortable art of slowing down

• how filmmaking and teaching have reshaped his inner life

• and the courageous (and often comical) struggle of a Seven learning to live in the present moment

We talk about marriage, mortality, the ache of unfinished dreams, the sweetness of gratitude, the pains and gifts of aging, and the spiritual practices that are slowly rewiring Steve's relationship with presence.

Tune in to hear this rich conversation about Enneagram transformation, emotional intelligence, creativity, and the inner work of becoming whole.

ABOUT STEVE TAYLOR

Steve Taylor is a filmmaker, writer, producer and recording artist who earned his "Renaissance Man" stripes (Prism Magazine) from a body of work that's garnered him multiple Grammy, Billboard, Telly, Addy and Dove awards and nominations. A southern California native, he was raised in Denver, Colo., and studied music and film at Colorado University. In 1983, Taylor began a career as a recording artist that spanned 12 years, selling over one million albums worldwide and garnering him two Grammy nominations for "Meltdown" (1984) and "Squint" (1993). In the process, he made history as the only artist to twice win Billboard Music Video Awards for self-directed music videos. As a concert artist, Taylor headlined four international tours, including acclaimed appearances at L.A.'s Universal Amphitheater and London's Hammersmith Odeon. He was also lead singer in the MCA-signed modern rock band Chagall Guevara.

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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 that fuel courageous leadership (and how to keep them from derailing you)

· How two Threes with different subtypes actually make the perfect team

· Jenny's raw reflections on control, comparison, and rediscovering what "enough" really means

· The second half of life — and why it's less about achievement and more about awakening

It's an episode packed with laughter, candor, and the kind of vulnerability that reminds us: success without self-awareness isn't success at all.

🎙️ Listen in and learn how to move from human doing to human being — with a dash of wild courage.

In this week's episode of Typology, I sit down with my dear friend and fellow book lover Joel Miller—an Enneagram Five through and through, and author of The Idea Machine: How Books Built Our World and Shape Our Future.

Joel embodies the mind of a Five: curious, analytical, fiercely independent, and endlessly fascinated with ideas. But as we explore in our conversation, that intellectual brilliance can also become a refuge—a way to manage anxiety, avoid dependence, and retreat from life itself. Together, we unpack what it means for Fives to move from "information to intimacy," from hoarding ideas to sharing their hearts.

We talk about why books are "technologies of connection," how Joel's marriage to a Four helps pull him out of his head and into his heart, and why he believes faith is meant to be experienced, not simply understood.

If you've ever wondered how to balance thinking and feeling, solitude and connection, this episode will resonate deeply.

About Joel:

Joel J. Miller is a former publishing executive with a twenty-year career in writing and editorial. Today he serves as chief content officer of Full Focus (FullFocus.co) and publishes Miller's Book Review (MillersBookReview.com), a popular Substack celebrating literary culture.

He is the author of several books, including The Idea Machine: How Books Built Our World and Shape Our Future (forthcoming, November 2025). His writing has appeared in Reason, the Washington Post, American Spectator, and National Review. He lives outside Nashville, Tennessee, with his wife, kids, dogs, and more books than space.

Available now for pre-order: The Idea Machine: How Books Built Our World and Shape Our Future