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Write to Figure Out what You Think
Daniel Pink recently had a conversation with David Perell, where he talked about a college professor who stopped him mid-analysis, with regard to his writing, and said, in essence: You’re trying to “fix” this essay like an engineer rearranging parts. The real issue is simpler and more confronting. You don’t know what you think yet.Sometimes…
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Why Caribbean Leaders in Top Tier Positions Avoid Assessments
There’s a leadership conversation we keep skirting in the Caribbean.Everyone is willing to assess the organization. Assess the team. Assess the culture. Assess the managers. But the person who shapes the emotional, psychological, and strategic weather system of the entire enterprise remains… untouched. Untouched, unexamined, and often unadvised. It’s not because our leaders don’t want…
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Surgical Healing doesn’t Follow Productivity Rules
There are those moments where something is taken from you or from the systems you lead… and you don’t quite have language for the tenderness that follows. It feels like an extraction — that moment when something that has lived inside a structure for a long time is suddenly removed. The absence is felt even…
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The Space Between Knowing and Doing
In every team, every family, every country… a silence shows up…one that lives right in that narrow passage between what people say they understand and what they actually do. It’s a strange little corridor. You can’t always see it, but you can feel the drag of it. Plans begin with clarity, but the execution lags…
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The Architecture of Mastery
She was born Zaila Avant-garde in Harvey, Louisiana, the daughter of Alma Heard and Jawara Spacetime — parents who weren’t just caretakers but architects of possibility. Her father, Jawara, chose the surname Avant-garde in homage to his favorite John Coltrane album, infusing her identity with intention, exploration, and a nod to creative boldness before she…
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Own the Haystack, not the Needle
John “Jack” Bogle was never the loudest voice in finance, but he reshaped the world of investing more than almost anyone who ever touched the industry. He founded Vanguard in 1975, built the first index fund for everyday investors, and spent his entire career arguing that most of Wall Street’s noise was theatre — expensive,…
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What Have You Dismissed Prematurely?
Have you ever heard about ambergris? I only recently discovered it… this odd, ocean-drifting substance that begins its life deep inside a sperm whale’s digestive system. Not exactly the origin story you’d expect for something perfumers covet. It forms as the whale protects itself from what it can’t digest, then eventually releases it back into…
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Succession Planning is not just Skills Transfer…and should NEVER be an Afterthought
I’ve long admired Warren Buffett. He’s been a bit of a mentor to me… not in the literal sense, but in the way someone can shape how you think simply by how they move through the world. I’ve read The Snowball, that long, patient biography that traces not just Buffett’s wealth, but his temperament, his…
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Can You Learn to Think Like a Strategist?
I think most people expect the answer to be yes. Of course you can learn to think strategically. There are courses, frameworks, models, canvases, playbooks… entire industries built on the premise that strategy is a transferable skill, something you acquire the way you acquire Excel or public speaking. Learn the logic, apply the method, get…

