
There are significant challenges facing Caribbean companies. In the areas of strategic planning and productivity improvements, unique thinking is needed to break out of historical norms. But such thinking isn’t easy to find. Join me, Francis Wade, for some provocative insights into the way I see these problems. These are mostly audio editions of past Gleanr articles. longtermstrategy.substack.com
| Publishes | Weekly | Episodes | 135 | Founded | 6 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | EntrepreneurshipBusiness | |||

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 recordi... more
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, ... more
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 som... more
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 ... more
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 ... more
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 w... more
The Uncomfortable Truth About Good Leadership
Two CEOs retired recently from similar-sized companies. Their departures couldn’t have been more different—and neither could the legacies they left behind.
Michael’s farewell was everything you’d expect... more
When disaster strikes, the language leaders choose reveals everything about their future.
In late October 2024, Hurricane Melissa tore through Jamaica as a Category 4 storm, causing widespread devastation. Within days, business leaders across the is... more










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