Episode (200)
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The Way You Communicate Is Costing You Connection | Jason VanRuler
Jun 04, 2026What if the reason your closest relationships feel stuck isn't about how much you care — but about how differently you and the people you love communicate? Today, I sit down with Jason VanRuler, thera...
Healing the Success Wound: Enneagram 3, Work Addiction, and the Path to Aligned Ambition with Brooke Taylor
May 28, 2026What if the very thing driving your success is quietly breaking you? Brooke Taylor, Enneagram Three, career coach, and author of Healing the Success Wound, joins me for a searingly honest conversati...
Dr. Henry Cloud on Your Desired Future, Self-Awareness, and the Psychology of Change
May 21, 2026Have you ever known where you want to go—but felt mysteriously stuck getting there? In this episode of Typology, I sit down with Dr. Henry Cloud, clinical psychologist, leadership expert, and bestsell...
COURAGEOUS CONVERSATIONS: Negotation Skills and Your Enneagram Type with Attia Qureshi
May 14, 2026"Emotions drive 90 to 95% of our unconscious decision-making." Attia Qureshi is back — and this time, we go deeper. After her first interview, Attia's insights on persuasion and negotiation were so ...
Fitting In vs. Belonging: What Enneagram Nines (and the Rest of Us) Get Wrong About Connection, with Brian Boecker
May 07, 2026Every once in a while, a conversation comes along that makes you pull out your earbuds and stare into the middle distance. This is one of those. My guest today didn't come to promote a book or launc...
The Buddhist Enneagram: How Mindfulness Transforms Your Personality Patterns with Susan Piver
Apr 30, 2026What happens when two powerful paths—Buddhism and the Enneagram—sit down for a conversation? In this episode, Ian welcomes author and Buddhist teacher Susan Piver (The Buddhist Enneagram) to explore ...
Courageous Conversations: How to Say What Needs to Be Said – Without Blowing It Up
Apr 23, 2026Most of us think we're avoiding hard conversations because we don't know what to say. But that's not really the problem. In this episode, Ian and Anthony dive into the real reason we sidestep the co...
Courageous Conversations: How Your Conflict Style Shapes Every Difficult Conversation
Apr 16, 2026What if the conversations you're avoiding… are actually the doorway to the relationships you want? In this replay from our Courageous Conversations series, I sit down with conflict resolution expert ...
Courageous Conversations: Why We Struggle to Ask for What We Want (and How to Change It) with Attia Qureshi
Apr 09, 2026Last week, we kicked off our Courageous Conversations series with a fresh look at building emotional confidence. This week, we lay the groundwork for how personality, emotional regulation, and awarene...
Courageous Conversations: The Inner Work that Builds Confidence
Apr 02, 2026This week, we're kicking off a multi-week series on how to have courageous conversations. We'll be digging into the foundations of emotional confidence, strategies for negotiation, and how to have...