Chronicles from a Caribbean Cubicle 2025-11-09 14:19:17

Why Playing It Safe Will Erase Your Leadership Legacy The conventional wisdom says: stay focused, deliver on your core responsibilities, don’t overstep. But the leaders who’ll be celebrated a generation from now are ignoring that advice entirely. Picture this: You’re running a major public sector organization. Every performance indicator is green. Your board loves your …

Why Your Strategic Plan Is Probably Just an Expensive Wish List

And how one Jamaican leader used scientific thinking to crack a problem everyone else had given up on Ask most CEOs about their strategic plan and you’ll hear about vision statements, multi-year roadmaps, and quarterly KPIs. What you won’t hear is the one thing that actually matters: What do we believe has to be true …

Why Your Strategic Vision Falls Flat (And How AI Can Fix It in 10 Minutes)

As a senior executive, you’ve delivered passionate presentations about your organization’s strategic vision. You’ve crafted compelling narratives about transformation, growth, and impact. Yet somehow, your message resonates in the boardroom but dies somewhere between middle management and the frontlines. Sound familiar? Most executives communicate like it’s 1995 – a pre-digital world. They craft one message …

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