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Chronicles from a Caribbean Cubicle Podcast

Chronicles from a Caribbean Cubicle Podcast

Francis Wade 140 Episodes Jul 10, 2026

This podcast explores the unique challenges facing Caribbean companies in strategic planning and productivity improvements. Host Francis Wade offers provocative insights and solutions to break out of historical norms. The episodes are audio editions of his articles from The Gleaner, a Jamaican newspaper. The podcast aims to stimulate new thinking for Caribbean businesses.

Episodes

The CEO Who Solved Everything - But Inspired No-one Jul 10, 2026 670 TranscriptThe CEO Who Solved Everything — and Inspired No OneYou are putting in serious effort to motivate your team — and it still isn’t working. The hours are long, the intent is genuine, and the results are stubbornly flat. Before you blame your communication strategy, your budget, or your personality, consider a different diagnosis entirely.Two fictional CEOs illustrate the problem.Marcus is a
Where AI Belongs in Strategy — and Where It Will Wreck You Jun 15, 2026 773 In the early 1980s, McKinsey told my employer at the time, AT&T, that the global market for mobile phones would top out at roughly 900,000 subscribers by 2000.The actual number was 100 million.A decade later, AT&T paid $11.5 billion for McCaw Cellular to claw its way back into the market it had walked away from.Hundreds of America’s brightest minds had read the same report, nodded at the same conc
The Productivity Trap No Election Can Fix Jun 8, 2026 661 There’s a number most government leaders would rather not think about. For Jamaica, it’s nine dollars.That’s the country’s productivity measured as output per hour worked — US$9. Barbados, a neighboring island economy, produces more than twice that. Panama produces five times as much. Most strikingly, Jamaica’s hourly output is only marginally ahead of Haiti’s — a country that has experienced deca
The Two Meetings That Turn Long-Term Strategy Into Motion May 5, 2026 1072 Most top executives can generate urgency around a quarterly target. The mechanisms are familiar: dashboards, deadlines, compensation levers. People move.But ask those same executives to build genuine momentum toward a grand aspiration which needs a fifteen-year horizon, and something strange happens. They show up. They nod. They wait for the pressure to pass.This isn’t insubordination. It’s a rati
Blue Ocean Strategy Has a Flaw Nobody Talks About Apr 30, 2026 942 There is a book on the shelf of almost every serious executive in the world. It has sold over four million copies, been translated into 46 languages, and spawned an entire consulting industry. Its central idea is so compelling that once you hear it, you cannot unhear it.The book is Blue Ocean Strategy (BOS), published in 2004 by W. Chan Kim and Renée Mauborgne. The central idea: stop fighting comp
The Moment I Realised My Story Library Was Embarrassingly Small Apr 6, 2026 679 There is a specific kind of professional humiliation that doesn’t arrive with a bang. It sneaks in quietly, while you’re nodding, performing competence, convinced the conversation is going well.Mine arrived fifty minutes into a live podcast recording with Seth Godin.I was mid-interview. The mic was hot. And somewhere between his twelfth and thirteenth story, I heard myself say — out loud, on the r
Your Mission-Driven Organization Deserves Better Strategy Tools Mar 18, 2026 746 Picture a familiar scene in a non-profit organization. A hotel conference room. Flip charts on easels. A two-day offsite that everyone has blocked out on their calendar and quietly dreaded.The exercises begin. Strengths, weaknesses, opportunities, threats. Stakeholder maps. Priority matrices. The team engages dutifully, filling in the boxes, generating the language that planning retreats are suppo
When Excellence Breeds Failure: Why Your Best Team Might Be Building Your Worst Disaster Feb 24, 2026 652 Picture this: A talented leadership team. Top-tier credentials. Flawless execution. Every metric trending green. And yet, five years later, the company is fighting for survival—or worse, gone entirely.This isn’t a story about incompetence. It’s something far more insidious. It’s about intelligent people trapped inside a system that rewards them for making precisely the wrong choices.The Athletic M
The Strategy Handoff Crisis: Why Your Successor Can’t Think Like You Do Feb 16, 2026 829 Companies obsess over documenting financial controls. They create detailed procedure manuals for operations. Yet when it comes to transferring strategic thinking between executives, most organizations fail spectacularly.The problem isn’t a lack of documentation. It’s documenting the wrong things entirely.The Six-Month Struggle Every Incoming Executive FacesHere’s a scenario playing out in boardroo
Why Your 2050 Strategy Must Start Today: Lessons from a 15-Year Failure Feb 11, 2026 829 Will your organization survive the next 25 years? More importantly, are the decisions you’re making today planting the seeds of future irrelevance?The US Coast Guard wrestled with these questions and discovered something counterintuitive: to truly understand today’s challenges, you need to view them from 25 years in the future. Their Project Evergreen initiative proved this—but only after failing
The YouTube Strategy School: Why Your MBA Didn’t Teach You Strategic Thinking Feb 8, 2026 896 Annie’s hands trembled as she reread the email from her CEO. “Let’s talk about developing your strategic capabilities.”She’d just earned her MBA with honors, landed a promotion to Chief Marketing Officer, and crushed her Strategic Planning course with an A-. Now, three weeks before Christmas, her boss wanted to discuss her lack of strategic thinking.The meeting went poorly.“You’re just not being s
The YouTube Strategy School: Why Your MBA Didn’t Teach You Strategic Thinking Jan 19, 2026 896 Annie’s hands trembled as she reread the email from her CEO. “Let’s talk about developing your strategic capabilities.”She’d just earned her MBA with honors, landed a promotion to Chief Marketing Officer, and crushed her Strategic Planning course with an A-. Now, three weeks before Christmas, her boss wanted to discuss her lack of strategic thinking.The meeting went poorly.“You’re just not being s

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