Leadership Deep Dive

Latest Episodes:

Ep 175: After the “splat!”: Recovering from Disappointment Mar 20, 2026

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In this episode of Leadership Deep Dive, hosts Margaret and David explore recovering from disappointment. Feeling dissapointment is a universal yet often avoided experience. So, how might we more skillfully navigating the sting of disappointment? The “Splat!” David’s own recent “splat” sparked the conversation. This took the form of a significant setback while self-publishing the […]

Ep 174: Anger Is a Tricky Emotion to Navigate Mar 10, 2026

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Anger is a tricky emotion for leaders to navigate. Most of us do not have it completely figured out. We either let our temper burn bridges with our colleagues, or we stuff the emotion down until it makes us sick. But what if anger isn’t something to banish or fear? What if it actually serves […]

Ep 173: The Art of Transformative Communication Feb 19, 2026

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David visits with communication expert and best-selling author, Robert Kennedy III, about the art of transformative communication. Words have impact. They can create or destroy. As leaders, we often default to safe “org speak” or quick texts, missing the opportunity to truly connect. But what if the key to influence lies in the stories we ignore every […]

Ep 172: The Happy People Project Jan 30, 2026

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Have you ever reached a major milestone—a promotion, a big sale, a new house—only to feel… empty? We spend so much of our professional lives chasing “success,” yet true happiness often feels like a moving target. Steven Shortt, the founder of The Happy People Project, comes on the show with David and shares how he […]

Ep 171: Leading with Soul Jan 24, 2026

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What does leading with soul look like? David sits down with Patrick Dunn and asks that question. Have you ever found yourself sitting in front of your laptop at midnight, typing out yet another email, and wondering, “Why am I doing this?” We’ve all been there. We get caught up climbing the ladder, trying to […]

Ep 170: Taking Your Hand Off The Hot Stove Jan 16, 2026

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In this episode of the Leadership Deep Dive, Margaret and David explore what it means to “Take Your Hand Off The Hot Stove.” That’s a metaphor for the nuances of emotional regulation, and why simply “feeling your feels” isn’t always the same as getting burned by them. Have you ever found yourself in a meeting […]

Ep 169: Are You Deep in The Weeds or Lost in the Vision Jan 07, 2026

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Have you ever found yourself so deep in the weeds of a project—obsessing over formatting, email wording, or a specific calendar invite—that you forgot why you were doing the project in the first place? Or perhaps you’ve been on the other side: dreaming up grand, visionary ideas but failing to execute the basic steps needed […]

Ep 168: The Space Between No Longer and Not Yet Dec 31, 2025

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In this reflective episode, Margaret and David explore the concept of liminality: the space of “no longer and not yet.” It is a profound psychological state that affects us all, whether you are between jobs, recovering from a major life event, or shifting the very identity of your business. As leaders, we are often programmed […]

Ep 168: Radical Acceptance Dec 26, 2025

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The phrase “radical acceptance” scares people. We get it—it sounds extreme. It sounds like you’re about to overthrow a government or dye your hair neon green. But when we use the term “radical acceptance,” we choose it intentionally. Margaret and David choose it because true acceptance is a radical act. It goes against our instincts to fight, […]

Ep 167: Is Your Life Messy Enough Dec 22, 2025

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In this episode of the Leadership Deep Dive, Margaret and David ask a provocative question: “Is Your Life Messy Enough?” Life (and leadership) isn’t meant to be neat, tidy, and perfectly ordered—it’s meant to be lived. We celebrate the chaos, the curveballs, and the unexpected detours that shape who we are. We dive into stories […]

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