
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 | Twice monthly | Episodes | 139 | Founded | 7 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | BusinessEntrepreneurship | |||

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 Cel... more
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... more
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... more
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, ... more
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










Listeners, social reach, demographics and more for this podcast.
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The show concentrates on strategic planning, productivity, and leadership storytelling with a Caribbean perspective. Episodes frequently critique conventional planning workflows, advocate for origin stories, mental models, and diagnostic narratives, and promote long-horizon thinking, pattern recognition, and narrative libraries to sustain organizational capability. Across recent episodes, listeners are exposed to frameworks like two-meeting planning, rolling-wave planning, and future-back design, along with critiques of traditional tools when serving mission-driven or public-sector contexts. Notable throughlines include the dangers of premature conclusions, the value of durable, testable strategy, and practical prompts to translate ideas in... more
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