Ep 26 – Seth Godin – Stuck in Stale Strategy? Seeing Systems Holding You Back

Your company is built on systems – a whole bunch of systems which are intertwined.

Understanding how they work together is critical for any strategic changes you want to make.

However, you have also seen system diagrams. They look awful, with too much detail, and don’t capture the essence of what happens at any level of the organization. Plus, they take forever to build.

So you know you need to have this knowledge but how do you begin to grab hold of it so you can use it in your strategy? Where is the practical application?

Tune into this episode to hear from me and my special guest, Seth Godin, as we tackle and even try to solve this wicked problem together.

Plus – if you enjoy Seth’s work in this area, here’s a new experiment. I opened up a NotebookLM-like page on Cobundle – https://strategyconf.fwconsulting.com/resources-ep-26-with-seth-godin-strategy-and-systems/.

YouTube Chapters

0:00 – Introduction: Why Systems Thinking Matters

2:00 – The Invisible Systems That Control Your Decisions

5:00 – The Danger of Ignoring Systemic Change (Yahoo vs. Google)

9:00 – How Companies Get Stuck in Old Ways of Thinking

12:00 – Walmart’s Smart Decision to Delay Competing with Amazon

16:00 – Why Traditional Strategy Tools Are Failing You 20:00 – How to Help Leaders See Their Own System Blind Spots

25:00 – The Power of Storytelling in Strategy

31:00 – The Role of Emotion in Driving Change

37:00 – Breaking Free: How to Build Strategy That Actually Works

41:00 – Final Insights & How to Apply This to Your Work

This is a public episode. If you’d like to discuss this with other subscribers or get access to bonus episodes, visit longtermstrategy.substack.com/subscribe

Ep 26 – Seth Godin – Stuck in Stale Strategy? Seeing Systems Holding You Back

Your company is built on systems – a whole bunch of systems which are intertwined.

Understanding how they work together is critical for any strategic changes you want to make.

However, you have also seen system diagrams. They look awful, with too much detail, and don’t capture the essence of what happens at any level of the organization. Plus, they take forever to build.

So you know you need to have this knowledge but how do you begin to grab hold of it so you can use it in your strategy? Where is the practical application?

Tune into this episode to hear from me and my special guest, Seth Godin, as we tackle and even try to solve this wicked problem together.

Plus – if you enjoy Seth’s work in this area, here’s a new experiment. I opened up a NotebookLM-like page on Cobundle – https://strategyconf.fwconsulting.com/resources-ep-26-with-seth-godin-strategy-and-systems/.

YouTube Chapters

0:00 – Introduction: Why Systems Thinking Matters

2:00 – The Invisible Systems That Control Your Decisions

5:00 – The Danger of Ignoring Systemic Change (Yahoo vs. Google)

9:00 – How Companies Get Stuck in Old Ways of Thinking

12:00 – Walmart’s Smart Decision to Delay Competing with Amazon

16:00 – Why Traditional Strategy Tools Are Failing You 20:00 – How to Help Leaders See Their Own System Blind Spots

25:00 – The Power of Storytelling in Strategy

31:00 – The Role of Emotion in Driving Change

37:00 – Breaking Free: How to Build Strategy That Actually Works

41:00 – Final Insights & How to Apply This to Your Work

This is a public episode. If you’d like to discuss this with other subscribers or get access to bonus episodes, visit longtermstrategy.substack.com/subscribe

Trumpian Disruption: Use Turbulence While Others Lose Their Minds

Donald Trump’s return to office has created an unprecedented distraction for CEOs. The daily whirlwind of headlines isn’t just noise—it brings real threats to businesses. So, how do you rise above the chaos and stay focused?

Many leaders thought COVID-19 was the biggest disruption of their careers. The world froze, and recovery took years.

But today, the relentless shocks coming from the U.S. make the pandemic seem mild in comparison. This is disruption on another level.

Some executives have responded by diving headfirst into crisis mode. They react to every shock, chasing after short-term fixes. Running on adrenaline, they believe sheer effort will get them through.

But a few leaders have realized that constantly playing firefighter isn’t just exhausting—it’s dangerous.

The Braddock Trap

History provides a warning: General Edward Braddock’s misstep at the Battle of the Monongahela (1755). When French and Native forces ambushed his troops, he abandoned his command post and charged into battle. He was shot and killed, leaving his soldiers leaderless. The British suffered heavy losses, and the war dragged on.

How can you avoid making the same mistake with your company?

Recognizing the Real Threat

Fortunately, you aren’t facing bullets. But your business does face existential risks—competition, regulation, new technology, and shifting customer expectations.

If you fail to lead, the consequences are real: layoffs, lost market share, declining shareholder value. Even your personal legacy is at stake.

But leadership doesn’t mean rushing into the fray. When you lose sight of the big picture, you abandon your role as a strategic leader. Instead, you need to fight your instinct to react impulsively and take a step back. Will you?

The solution lies in skills you likely didn’t master in school: foresight, strategy, and discipline.

You weren’t promoted for these skills, but today, they are essential. Admitting you need to strengthen them is the first step.

Set a Long-Term Course

History is full of companies that focused too much on short-term fires—only to collapse later.

Jack Welch’s tenure at General Electric set up his successor for failure, wiping out billions in value. Boeing’s leadership sacrificed safety, leading to catastrophic failures. Wells Fargo’s obsession with sales numbers fueled massive fraud.

Short-term goals are fine, but without a long-term vision, they can be disastrous.

Disruptions like Trump 2.0 push leaders into short-term thinking. Here are two common responses:

  1. Hit Pause on Strategy. Some leaders believe it’s impossible to plan for the future right now. They assume once things settle, they’ll return to long-term thinking.This logic is gaining traction in boardrooms. Executives point to COVID-19 as “proof” that focusing on immediate concerns is the right call.But what if Trump’s first month back is just the beginning of four years of upheaval?
  2. Use Disruption to Strengthen Long-Term Vision.Consider Nintendo. In the 1960s, declining playing card sales forced a shift. Instead of panicking, the company embraced change—experimenting with toys, arcade games, and eventually launching the NES in 1985. That move revitalized the gaming industry and transformed Nintendo into a global powerhouse.The lesson? Disruption can fuel reinvention.

The challenge isn’t choosing a destination. The real difficulty is getting stakeholders to commit to a 15- to 30-year vision—while chaos rages around them.

True leaders use today’s turbulence to build tomorrow’s success.

Learning from History

Take the collapse of the West Indies Federation in 1961. It was a devastating setback for regional unity. But instead of giving up, Jamaica channeled the disruption into its independence movement. Self-determination didn’t die—it just took a new path.

Most leaders, in both government and business, lack the skills to avoid the Braddock trap.

Be different. Warren Buffett put it best: “Be fearful when others are greedy, and be greedy when others are fearful.”

Now is the time to resist knee-jerk leadership. Step back, set a long-term course, and let today’s chaos propel you toward a future worth building.

Ep 25 – Drowning in Data | How AI Can Rescue Strategy

This is a free preview of a paid episode. To hear more, visit longtermstrategy.substack.com

You are a facilitator or sponsor of strategic planning offsites. Recently, you noticed that it’s become easier than ever to gather pages of interesting and pertinent information about client companies. You’re pleased…this is a far cry from the days when you were forced to walk in empty-handed because the company had nothing to offer you.

But now you have a new problem. The best clients are collecting a ton of information, and providing it to you in buckets. You want to go through all of it but with limited time and resources, you can’t.

You don’t want to fake it until you make it…but what else can you do?

Tune into this episode to hear from me and my special guest, Dan Bruder, as we solve this wicked problem together.

To watch or hear the full episode, join JumpLeap as a subscriber. This supports the work I’m doing on long-term strategic planning. It appears below the Subscribe signup box.

Ep 25 – Drowning in Data | How AI Can Rescue Strategy

This is a free preview of a paid episode. To hear more, visit longtermstrategy.substack.com

You are a facilitator or sponsor of strategic planning offsites. Recently, you noticed that it’s become easier than ever to gather pages of interesting and pertinent information about client companies. You’re pleased…this is a far cry from the days when you were forced to walk in empty-handed because the company had nothing to offer you.

But now you have a new problem. The best clients are collecting a ton of information, and providing it to you in buckets. You want to go through all of it but with limited time and resources, you can’t.

You don’t want to fake it until you make it…but what else can you do?

Tune into this episode to hear from me and my special guest, Dan Bruder, as we solve this wicked problem together.

To watch or hear the full episode, join JumpLeap as a subscriber. This supports the work I’m doing on long-term strategic planning. It appears below the Subscribe signup box.

Ep 25 – Drowning in Data | How AI Can Rescue Strategy

This is a free preview of a paid episode. To hear more, visit longtermstrategy.substack.com

You are a facilitator or sponsor of strategic planning offsites. Recently, you noticed that it’s become easier than ever to gather pages of interesting and pertinent information about client companies. You’re pleased…this is a far cry from the days when you were forced to walk in empty-handed because the company had nothing to offer you.

But now you have a new problem. The best clients are collecting a ton of information, and providing it to you in buckets. You want to go through all of it but with limited time and resources, you can’t.

You don’t want to fake it until you make it…but what else can you do?

Tune into this episode to hear from me and my special guest, Dan Bruder, as we solve this wicked problem together.

To watch or hear the full episode, join JumpLeap as a subscriber. This supports the work I’m doing on long-term strategic planning. It appears below the Subscribe signup box.

Lacking DeepSeek Impact? | Why Uncovering Strategic Insights Defeats CEOs

The world watches with anticipation as DeepSeek.com takes the lead in AI Large Language Models (LLMs). As a leader, you might wonder, “Why can’t my company achieve a similar breakthrough? What’s stopping us from uncovering game-changing insights?”

As your team strategizes, you grow weary of the same old excuses—yours included. Stakeholders demand answers. Why isn’t your organization making a significant impact?

You try to explain: “We lack capital, time, talent, cutting-edge technology, and a Silicon Valley-style culture.” But then, along comes DeepSeek—achieving disruptive success with limited funding, relatively low expertise, cultural disadvantages, and only a few years of effort.

What sets them apart? And more importantly, how can your organization—whether for-profit or nonprofit—create revolutionary strategies consistently? Here are three critical lessons.

1) Prioritize Powerful Insights

A closer look at DeepSeek reveals that they overcame significant obstacles through superior strategy.

To outsiders, it might seem like magic.

Before their recent breakthrough, prevailing wisdom suggested that such an achievement was impossible. However, a deeper examination shows that the Chinese team pieced together a set of unique features. Each individual element may have seemed ordinary, but together, they formed a disruptive force.

This suggests that other teams—perhaps even yours—could have done the same.

A crucial factor in their success appears to be their ability to harness the smallest unit of innovation: a single insight. These insights, while seemingly minor on their own, can combine to create transformative change.

But the key question remains: Can your team do the same? Let’s examine how your corporate strategy is built. Insights should drive your company forward, but if you’re not achieving game-changing results, something needs to shift.

2) Let Go of “Big Man” Thinking

Many CEOs assume they don’t have a strategy problem. They believe they already possess all the insights necessary—derived from their own expertise.

To justify this, they point to their colleagues’ lack of strategic contributions.

“Not one of them has ever come up with a truly strategic insight!” they argue, frustrated by a team that focuses solely on immediate problems. However, they fail to acknowledge that the company itself rewards this behavior.

In some cases, they might be right.

As the CEO, MD, or Chair, you are one of the few people with a comprehensive view of the business. Naturally, strategy falls under your responsibility.

But this could also explain why groundbreaking strategies are so rare.

Think of your company as an intricate system—too complex for any single person to generate all the insights it needs. No outsider, even with extensive reports, can fully grasp its nuances.

Instead, your leadership team must collectively produce DeepSeek-level strategy. But they can’t do this while stuck in the usual mindset and corporate culture.

If you want breakthrough thinking, take a fresh look at your management team. Then, take action to unlock the insights you need.

3) Run a Workshop to Unlock Your C-Suite’s Potential

If you have a generous budget and time to spare, long-term training and coaching are excellent investments. But if, like most, you need results sooner, organize a face-to-face workshop designed to tap into your leadership team’s best thinking. Why?

You won’t extract transformative insights through surveys, bonuses, or one-on-one interviews. Nor will you uncover them in your usual problem-solving meetings.

Instead, take a lesson from crafting a great ChatGPT prompt.

To get quality responses, you feed an AI model relevant data, structure your question carefully, and then hit <Enter>. The chatbot delivers an insightful answer—often one you hadn’t considered.

Now, imagine doing the same with your C-Suite.

Through multiple trials, I’ve found that leadership teams can be “prompted” to generate their own breakthrough insights. How? By structuring an insight-oriented workshop.

Here’s how to run a high-impact session:

  1. Craft sharp prompts. Formulate precise questions that challenge conventional thinking and address the root cause of strategic roadblocks.
  2. Supply relevant data. Provide internal company information and credible local market insights.
  3. Introduce external trends. Share macro trends that neither you nor your competitors can control but must adapt to.
  4. Leverage consulting shortcuts. Introduce fresh analytical frameworks used by top consulting firms to accelerate strategic thinking.
  5. Encourage AI integration. Use LLMs to help your team think beyond their usual constraints and generate breakthrough ideas.

By combining the insights from this session into your next strategic plan, you’ll position your company for game-changing success.


Breakthrough strategy isn’t reserved for Silicon Valley startups or billion-dollar enterprises. With the right approach, any organization—including yours—can generate innovative insights that lead to transformational success. The key is fostering a culture that prioritizes insights, moves beyond individual genius, and taps into the collective intelligence of your leadership team. Do this, and your company might just be the next DeepSeek.


This article was inspired by a column I wrote for the Jamaica Gleaner.

For long-form content on game-changing, pre-emptive long-term strategy, visit https://longtermstrategy.info

Lacking DeepSeek Impact? | Why Uncovering Strategic Insights Defeats CEOs

The world watches with anticipation as DeepSeek.com takes the lead in AI Large Language Models (LLMs). As a leader, you might wonder, “Why can’t my company achieve a similar breakthrough? What’s stopping us from uncovering game-changing insights?”

As your team strategizes, you grow weary of the same old excuses—yours included. Stakeholders demand answers. Why isn’t your organization making a significant impact?

You try to explain: “We lack capital, time, talent, cutting-edge technology, and a Silicon Valley-style culture.” But then, along comes DeepSeek—achieving disruptive success with limited funding, relatively low expertise, cultural disadvantages, and only a few years of effort.

What sets them apart? And more importantly, how can your organization—whether for-profit or nonprofit—create revolutionary strategies consistently? Here are three critical lessons.

1) Prioritize Powerful Insights

A closer look at DeepSeek reveals that they overcame significant obstacles through superior strategy.

To outsiders, it might seem like magic.

Before their recent breakthrough, prevailing wisdom suggested that such an achievement was impossible. However, a deeper examination shows that the Chinese team pieced together a set of unique features. Each individual element may have seemed ordinary, but together, they formed a disruptive force.

This suggests that other teams—perhaps even yours—could have done the same.

A crucial factor in their success appears to be their ability to harness the smallest unit of innovation: a single insight. These insights, while seemingly minor on their own, can combine to create transformative change.

But the key question remains: Can your team do the same? Let’s examine how your corporate strategy is built. Insights should drive your company forward, but if you’re not achieving game-changing results, something needs to shift.

2) Let Go of “Big Man” Thinking

Many CEOs assume they don’t have a strategy problem. They believe they already possess all the insights necessary—derived from their own expertise.

To justify this, they point to their colleagues’ lack of strategic contributions.

“Not one of them has ever come up with a truly strategic insight!” they argue, frustrated by a team that focuses solely on immediate problems. However, they fail to acknowledge that the company itself rewards this behavior.

In some cases, they might be right.

As the CEO, MD, or Chair, you are one of the few people with a comprehensive view of the business. Naturally, strategy falls under your responsibility.

But this could also explain why groundbreaking strategies are so rare.

Think of your company as an intricate system—too complex for any single person to generate all the insights it needs. No outsider, even with extensive reports, can fully grasp its nuances.

Instead, your leadership team must collectively produce DeepSeek-level strategy. But they can’t do this while stuck in the usual mindset and corporate culture.

If you want breakthrough thinking, take a fresh look at your management team. Then, take action to unlock the insights you need.

3) Run a Workshop to Unlock Your C-Suite’s Potential

If you have a generous budget and time to spare, long-term training and coaching are excellent investments. But if, like most, you need results sooner, organize a face-to-face workshop designed to tap into your leadership team’s best thinking. Why?

You won’t extract transformative insights through surveys, bonuses, or one-on-one interviews. Nor will you uncover them in your usual problem-solving meetings.

Instead, take a lesson from crafting a great ChatGPT prompt.

To get quality responses, you feed an AI model relevant data, structure your question carefully, and then hit <Enter>. The chatbot delivers an insightful answer—often one you hadn’t considered.

Now, imagine doing the same with your C-Suite.

Through multiple trials, I’ve found that leadership teams can be “prompted” to generate their own breakthrough insights. How? By structuring an insight-oriented workshop.

Here’s how to run a high-impact session:

  1. Craft sharp prompts. Formulate precise questions that challenge conventional thinking and address the root cause of strategic roadblocks.
  2. Supply relevant data. Provide internal company information and credible local market insights.
  3. Introduce external trends. Share macro trends that neither you nor your competitors can control but must adapt to.
  4. Leverage consulting shortcuts. Introduce fresh analytical frameworks used by top consulting firms to accelerate strategic thinking.
  5. Encourage AI integration. Use LLMs to help your team think beyond their usual constraints and generate breakthrough ideas.

By combining the insights from this session into your next strategic plan, you’ll position your company for game-changing success.


Breakthrough strategy isn’t reserved for Silicon Valley startups or billion-dollar enterprises. With the right approach, any organization—including yours—can generate innovative insights that lead to transformational success. The key is fostering a culture that prioritizes insights, moves beyond individual genius, and taps into the collective intelligence of your leadership team. Do this, and your company might just be the next DeepSeek.


This article was inspired by a column I wrote for the Jamaica Gleaner.

For long-form content on game-changing, pre-emptive long-term strategy, visit https://longtermstrategy.info

Sour Attitudes: Transforming Resistance Frees Up Commitment

As a leader, you have a clear vision of a brighter future for your enterprise. Yet, paradoxically, the more enthusiastic you become, the more resistance you encounter. How do you lead effectively when those around you refuse to be led?

You notice negativity—cynicism, resignation, despair—permeating different levels of the organization. It’s not just an issue at the lower levels; even executives in the C-suite can fall into this trap. In some cases, their negativity makes them unapproachable.

Perhaps this shouldn’t be surprising. Even when a project promises benefits for all, resistance still arises.

The Hidden Roots of Resistance

A striking example comes from Dr. Dana Meadows, who led a 1993 workshop on ending global hunger. The attendees, all committed to the cause, surprisingly resisted discussions on vision.

Some argued that talking about vision was futile. Others believed it was dangerous. A few went so far as to say that confronting their deepest hopes for the planet was too painful because it highlighted the vast gap between dreams and reality.

Meadows was astonished. Something deeper was at play.

She concluded that as children, we freely dream of happy futures. However, over time, cynical adults suppress this ability. Many learn to surrender after repeated disappointments.

By adulthood, this pattern becomes ingrained. We withhold our hopes, dreams, and aspirations, fearing further disappointment.

In organizations, this mindset creates a reinforcing cycle of cynicism. Eventually, visionary thinking is stifled altogether.

The Leadership Dilemma

How should you, as a leader, respond? Your instinct might be to push forward with urgency: “Let’s just get on with it.” Or you might try to keep things practical: “Don’t overthink this.” You may even remind employees of the importance of financial stability.

At first glance, this seems reasonable. But in reality, this mindset undermines game-changing innovation.

One common leadership response is to become the “Cheerleader-in-Chief.” If that role doesn’t appeal to you, there’s a more effective way to achieve a positive outcome—without forced enthusiasm.

A Reality-Based Vision Strategy

Recently, two clients challenged me to refine how I help companies develop long-term vision and strategy. Each wanted a method to engage their top 40+ managers before formal strategy sessions.

I reflected on my time as a McKinsey consultant, where my team—young, highly educated, and expensive—was brought in to provide external expertise. We justified our fees by working late nights and accessing hard-to-find knowledge worldwide.

Today, however, the knowledge gap has narrowed. Many companies have in-house MBAs from the same institutions as top consulting firms.

With this in mind, I designed a workshop to tackle the company’s toughest issues, identified through surveys, interviews, and focus groups. These issues were reframed as challenges for teams to solve. Using data from internal sources, the Jamaica Gleaner, ChatGPT, and other references, employees applied structured frameworks, similar to those used by consulting firms. The result? A set of real-time reports with actionable insights.

Insider Advantage

How did these teams perform?

Having worked on both sides of the consulting table, I can confidently say that insiders have a distinct advantage. Their reasoning is superior because they account for resistance from within the company.

After all, they work with these resistant colleagues daily. Their solutions are more practical and more likely to be implemented successfully. But this is just one way to navigate organizational cynicism.

Building Resilience from Within

Most organizations neglect the need to cultivate internal resilience. Employees are left to deal with their own struggles—depression, frustration, bitterness—without structured support. 

This lack of mental health training leaves individuals vulnerable. Even those who believe in the company’s vision can become disillusioned, trapped in a cycle of negativity.

Yet, solutions exist. Therapy, coaching, group training, self-help, and personal development programs offer ways to strengthen resilience. These are not abstract or unsolvable issues. Companies can—and should—take deliberate action.

Turning Resistance into Commitment

In today’s world, leaders don’t need to surrender to cynicism. By acknowledging resistance and equipping employees with the right tools, organizations can transform hesitation into commitment. A thoughtful, reality-based approach to vision and resilience-building paves the way for sustainable success.


Interested in long-form content on these topics? Join my podcast/newsletter page – https://longtermstrategy.info

Ep 24 Employees Want In! | How AI Fixes the Participation Gap w Dan Bruder

This is a free preview of a paid episode. To hear more, visit longtermstrategy.substack.com

Your company is committed to engaging staff in implementing the next strategic plan. Like most, you realize that their involvement is important.

But the company is big…large enough that you can’t talk to everyone. Not effectively. But you’d like to give each person a chance to contribute. And be heard.

How can you pull off this seemingly impossible feat? And how can you do so…at scale?

Tune into this episode to hear from me and my special guest, Dan Bruder, as we solve this wicked problem together. We’ll look at the ways AI can be used to drive employee engagement at scale.

To watch or hear the full episode, join JumpLeap as a subscriber. This supports the work I’m doing on long-term strategic planning. It appears below the Subscribe signup box.