Category: Blog
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111. The Importance of Disagreeing Well
I’ve seen more harm come from avoiding conflict than from facing it. Leaders who fear tension often create cultures where silence becomes the norm… and that silence slowly corrodes trust, mission, and morale. In my book, Saving Organizations That Matter, I talk about why learning to disagree well is essential for any team that wants to grow. Disagreement,…
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110. The Power of the Preflight Checklist
In this episode, I look at what leaders can learn from one of aviation’s simplest but most transformative tools: the pre‑flight checklist. After a fatal 1935 crash, Boeing realized that even expert pilots need more than confidence – they need a system. And leaders are no different. I break down how a checklist helps us…
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109. Here’s to the Pitchers
Are you the pitcher… or the catcher? In this episode of Leading Organizations That Matter, I share a simple lesson from a 1990s golf pro that reshaped how I think about leadership. Please click here for the episode.
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108. My Brother Tricked Me and Why You Should Care
In this episode of Leading Organizations That Matter, I dive into the strange, fascinating rise of Eddie Dalton — the soulful, chart‑topping singer. Here, I explore why Eddie’s success leaves us feeling both outraged and oddly indifferent, what’s at stake for human creativity, and why the “blank sheet of paper” still matters more than ever.…
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107. Why You Need to Write
What if the clearest way to think isn’t in your head at all… but on the page? In this episode, I explore why writing isn’t just a creative act, but a leadership discipline. Drawing on Flannery O’Connor, the rise of AI‑generated text, and my own unexpected path into journaling, I makes the case that putting…
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106. Seeing the Forest AND the Trees
What if the way you see the world is shaping the way you lead – without you even realizing it? In this episode, I draw on a surprising source – photography – to explore why some leaders naturally zoom out to the big picture while others instinctively focus on the smallest details. And more importantly,…
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105. Renee McInnes: Passion for the Mission
What does it take to lead a mission‑driven health care organization with clarity and heart? In this episode, I sit down with Renee McInnes, CEO of Croí Health, to talk about purpose, culture, and the real work of caring for both patients and the people who serve them. It’s an honest, energizing look at leadership…
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103. I Wish That I Was More Data Driven
What if being “data driven” isn’t actually about the data at all? This week, I unpack a deceptively simple confession from a client and reveal the two hidden skills every leader needs – but most never develop. One is about understanding the dashboard of your organization. The other is about turning numbers into a story…
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102. Look at the Portfolio!
What can a photography workshop teach us about leadership? More than you’d think. This episode breaks down why a strong portfolio matters, how to separate real expertise from polished marketing, and what every leader should look for when selecting a coach or consultant. Click here for the episode.
Red Sail Advisors LLC 