Introduction: The Boeing Disaster. When Strategy Goes Wrong at the Top.

When you think about business strategy going wrong, it’s easy to imagine it as some kind of technical failure — a bad product launch, a missed marketing opportunity, or poor timing. But the truth is, strategy doesn’t usually collapse in the trenches. It fails at the top. In the boardroom. In how decisions are made, who they’re made for, and what’s driving them.

The Boeing 737 MAX disaster is a painful example of that.

On the surface, it looked like a technical issue — faulty software, lack of pilot training, a couple of fatal crashes. But dig deeper, and you’ll see the real issue: Boeing shifted from being engineering-led to finance-led. It stopped listening to the people who mattered, the engineers, pilots, and safety teams, and started chasing stock prices and shareholder appeasement instead. The result? Two hundred and forty-six people dead! And billions in damage to a once-great company.

Now, you might be thinking, “That’s Boeing. That’s a multi-billion-dollar manufacturer. I’m just trying to grow my business without burning out.” But here’s the thing: the pattern is the same — just on a smaller, quieter, more personal scale.

I’ve seen small business owners:

  • Rush to launch a new product because they need cash, not because it’s ready.
  • Say yes to a bad-fit client because they’re afraid to lose the sale.
  • Ignore their team’s feedback because they’re too focused on short-term goals.
  • Scale before they’ve stabilised, then scramble to clean up the fallout.

Every time, it starts with good intentions. Every time, it ends with stress, rework, and often regret. 

That’s why this story matters. Because, whether you’re Boeing or a small business owner, your success comes down to one thing: how you manage strategic pressure, and who you’re really serving when the pressure is on.

In this blog, I’m going to break down what actually went wrong at Boeing, what it means for your business, and how you can avoid making the same strategic mistakes — even if your next “launch” is just a new service or campaign.

Because the scale is different, but the danger is the same: When you stop listening to the right people, you start making the wrong decisions.

1: What Went Wrong at Boeing — The Strategy Shift.

To understand the Boeing Disaster, you first need to understand how Boeing itself changed. For decades, Boeing was one of the world’s most respected aerospace companies. It was known not just for engineering excellence, but for a deeply ingrained culture of technical discipline, safety-first decision-making, and long-term thinking. 

From the 1960s through the 1990s, Boeing was run by engineers. Aircraft like the 747 and the original 737 weren’t just commercial hits — they were marvels of safe, reliable, and thoroughly tested design. Pilots trusted Boeing. Airlines trusted Boeing. Customers trusted Boeing.

Then something changed. And like in many businesses, it started with leadership and a shift in priorities.

The McDonnell Douglas Merger — and the Rise of Finance-Led Strategy.

In 1997, Boeing merged with McDonnell Douglas, and although Boeing was technically the acquiring company, many insiders say it was McDonnell Douglas that ended up running the show. Why? Because McDonnell Douglas brought with it a different philosophy: A Wall Street mindset, focused on cost-cutting, shareholder value, and quarterly performance.

As the 2000s progressed, Boeing’s top leadership transitioned from engineers to financial executives and corporate strategists. The culture shifted from “design it right, no matter how long it takes” to “do it fast, do it cheap, keep investors happy.”

Enter the 737 MAX.

In 2010, Boeing faced a serious threat: Airbus was releasing a new version of its A320 — the A320neo — that offered better fuel efficiency and lower operating costs.

Boeing had a choice:

  1. Design a brand-new aircraft to compete.
  2. Modify the existing 737 design quickly to close the gap.

They chose the latter. The result was the 737 MAX — an updated plane built on an ageing platform, with larger engines that changed how the aircraft handled. To compensate for the new flight characteristics, Boeing added MCAS (Manoeuvring Characteristics Augmentation System), a software-based fix to make the plane “feel” like previous 737s. But they didn’t tell the pilots. They didn’t require simulator training. And they didn’t fully document how MCAS worked.

Why?

Because training would delay delivery. Delays would cost sales. And sales numbers needed to stay high to keep Wall Street happy.

The Consequences of Prioritising Profit Over Process.

  • Two crashes.
  • 346 people dead.
  • A global grounding of the 737 MAX fleet.
  • Boeing’s stock plummeted.
  • The brand’s reputation, once built on safety, was shredded.

And all because the company chose speed over scrutiny, profit over engineering, and shareholders over pilots. Hence the Boeing Disaster.

Small Business Takeaway: Strategic Priorities Shape Everything.

You might not be launching aircraft, but you’re still making strategic choices every day:

  • Do you launch quickly to get cash in, or wait until the offer is strong and stable?
  • Do you focus on serving clients well or stretching yourself to hit vanity targets?
  • Are you listening to your delivery team, your customers, your gut, or your bank balance?

Boeing didn’t fail because it lacked intelligence or capability. They failed because they shifted the purpose of strategy from building great products to appeasing the wrong stakeholders. And if you’re not careful, that same pattern can creep into your business in subtle ways. That’s why understanding this shift matters.

2: The Role of Stakeholders — And How They Were Mismanaged.

Boeing’s collapse with the 737 MAX wasn’t a technical failure, it was a failure of stakeholder management at the highest strategic level. 

When you run a business, you have multiple stakeholders: customers, employees, regulators, partners, and investors. Managing their interests and expectations is part of leadership. But the moment you start prioritising the wrong voices, or worse, silencing the right ones, you create risk that grows fast and quietly.

That’s exactly what happened at Boeing.

A Company Once Led by Engineers.

For decades, Boeing’s engineering culture wasn’t just respected—it was the backbone of its success. Engineers had authority. Safety wasn’t a department—it was part of the DNA. Pilots were consulted. Product timelines were realistic. Quality came before speed.

That changed post-2000s, when financial executives and shareholder priorities took control of decision-making. The company went from building the safest planes in the world… to building them cheaper, faster, and with less internal resistance.

And that shift set the stage for tragedy.

Stakeholder Group #1: Pilots and End-Users — Ignored.

One of the most chilling aspects of the 737 MAX rollout was that pilots weren’t told about the MCAS system—the software designed to automatically adjust pitch in flight.

Why?

Because disclosing it would require additional simulator training, which could delay deliveries and cost airlines more money, potentially putting Boeing at a disadvantage against Airbus.

So Boeing downplayed it.

  • They said training wasn’t necessary.
  • They even lobbied regulators to avoid listing MCAS in the pilot manuals.

The people flying the plane didn’t know ‘what’ was controlling it. And when something went wrong, they had seconds to react to a system they didn’t know existed.

Stakeholder Group #2: Engineers — Marginalised.

Many Boeing engineers raised concerns during the development of the 737 MAX.

  • About the MCAS system’s limited redundancy.
  • About the use of a single sensor to control a critical safety system.
  • About the unrealistic timelines imposed by leadership.

But their warnings were either ignored or buried. The pressure to deliver the plane quickly and compete with Airbus overruled technical objections. Boeing’s culture had shifted so far that engineers, once the company’s core decision-makers, were now roadblocks to be managed.

Stakeholder Group #3: Regulators — Overtrusted or Undermined.

Another key failure was Boeing’s relationship with the FAA (Federal Aviation Administration). Over time, the FAA had delegated significant portions of its safety oversight to Boeing’s internal teams, a common practice in the industry, but one that relies on trust and integrity.

Instead of using that autonomy responsibly, Boeing’s internal certification processes became influenced by the same financial pressures driving the rest of the company.

One FAA official, after reviewing Boeing’s submission for the 737 MAX, said the company had created a system “designed to conceal information rather than communicate it.”

The watchdog had fallen asleep, and Boeing had stopped acting like it needed watching.

Stakeholder Group #4: Shareholders — Overprioritised.

Boeing’s leadership had become obsessed with stock performance.

  • Share buybacks soared.
  • Executive bonuses were tied to share price.
  • Meeting delivery targets became more important than meeting safety standards.

And here’s the irony: in chasing shareholder returns through shortcuts and silence, they created a disaster that wiped out billions in shareholder value.

Short-term thinking created long-term destruction.

Small Business Takeaway: Are You Listening to the Right Stakeholders?

The Boeing case is extreme, but the principle is universal. Every business has internal and external stakeholders. You’ve got customers, staff, suppliers, partners, advisors, investors—some loud, some quiet.

  • Are you listening to the ones who bring you the hard truths?
  • Are you brushing off internal pushback to “keep things moving”?
  • Are you so focused on speed or sales that you’re ignoring risk?

Small business owners don’t have the luxury of FAA investigations or government bailouts. When you make a bad decision because you ignored the right voice, you pay for it personally and immediately.

Stakeholder management isn’t about keeping everyone happy. It’s about making sure the right voices stay loud—even when it’s inconvenient.

3: The Small Business Parallel — Are You Listening to the Right People?

It’s easy to look at Boeing and think, “That’s a corporate-level disaster. That’s not me. ”But let me tell you something I’ve seen time and time again: Small business owners make these same mistakes, just with smaller budgets and quieter consequences.

You might not be flying commercial aircraft, but you are building something that people depend on. Your decisions carry weight. When pressure kicks in, the temptation to ignore the right voices, to chase speed over quality, and to sell over substance hits just as hard.

You’re Under Pressure — So Who Are You Listening To?

Pressure is the great clarifier in business. When things get tight, financially, emotionally, and operationally, you’ll start tuning out some voices and turning up others. That’s exactly what Boeing did. And here’s how the same dynamic plays out in small businesses every day:

3.1. The Sales-Only Focus

You’re behind target for the month. Leads are drying up. Cash flow’s tight. So what do you do? You say yes to a client who isn’t a fit.

  • You cut your price without thinking.
  • You launch an offer that’s half-baked, just to generate activity.

And you ignore your gut, your plan, or your team, all of whom would have told you, “Don’t do this.”

Lesson: “Desperation drowns out good advice. If you’re only listening to the pressure to sell, you’ll start making decisions that cost you more in the long run.”

3.2. You Ignore the Quiet Stakeholders — Your Team and Customers.

Your team is telling you something’s not working. Your customers are hesitating, asking more questions, and going quiet. But you’re too deep in the weeds to stop and ask why.

So you push harder. You dismiss the feedback. You double down on the original plan. Just like Boeing ignored engineers and pilots, you’re ignoring the people with the most relevant, ground-level insights.

Lesson:

  • Your stakeholders don’t always shout. Often, they whisper.
  • If you’re not actively listening, you’re missing warning signs.

3.3. You Make Every Decision About Money.

Revenue becomes the only metric that matters. Everything gets measured in terms of cost, not value. You stop investing in quality. You stop testing ideas. You stop thinking long-term.

I’ve seen business owners outsource core functions to the cheapest bidder, ignore quality control, or abandon processes just to “protect margin.” It’s not just short-sighted. It’s dangerous.

Lesson:

  • Profit is fuel, not purpose.
  • If you let it become the driver, you’ll crash—quietly or loudly—when quality or trust fails.

The Real Risk: Misplaced Loyalty to the Wrong Voices.

Sometimes, the loudest voice in your business is urgency. Sometimes it’s fear. Sometimes it’s ego, pride, or fatigue. And if that’s who you start making decisions for, you’re already drifting off course. Like Boeing, you may not see the damage until something breaks—hard.

How to Course-Correct in a Small Business Context.

Here’s what I recommend:

  • Identify your key stakeholders — customers, staff, suppliers, partners, even your own future self.
  • Create feedback loops — ask for honest feedback and actually review it.
  • Build strategic pause points — moments to check in before you make big moves.
  • Listen especially when it’s inconvenient — the most important input often shows up when it slows you down.

You don’t need a board of directors to act like a CEO. You just need the discipline to listen with intention—and to weigh voices based on value, not volume.

4: Strategic Risk vs. Reckless Speed — The Difference Matters.

There’s a dangerous belief in business today that faster always means better. You hear it in startup culture. You see it on social media all the time: “Move fast. Launch now. Fail forward. Hustle harder.”

But let me be clear: There’s a big difference between moving quickly with a strategy and charging forward recklessly because you’re under pressure. Boeing didn’t just move fast — they cut corners.

  • They bypassed checks.
  • They ignored warning signs.
  • And they told themselves they were being competitive… when in reality, they were being careless.

That’s not strategy. That’s speed for the sake of survival. And small business owners fall into the same trap all the time.

The Illusion of Progress.

When you’re running a business, especially on your own, momentum feels like safety. So you keep doing:

  • You launch offers before they’re validated.
  • You say yes to work before you’re ready to deliver it.
  • You scale before your systems can handle the load.
  • You cut the research, skip the reviews, ignore the risks — because doing something feels better than pausing.

But just because you’re moving doesn’t mean you’re moving in the right direction. Boeing pushed the 737 MAX through certification faster than ever, and the result was catastrophic. Speed without structure leads to disaster.

What Reckless Speed Looks Like in Small Business.

Let’s make this real.

Scenario 1: You build and launch an online course in 2 weeks…but you didn’t validate demand, map delivery properly, or test the platform. Now you’re stuck refunding people, fixing bugs, and answering emails at 1 am.

Scenario 2: You hire a VA or freelancer to help you scale…but you didn’t document your process or clarify expectations. Now you’re micromanaging, redoing tasks, and more overwhelmed than when you were solo.

Scenario 3: You copy what’s working for someone else…without considering your audience, your brand, or your timing. Now you’re stuck pushing something that’s not aligned and not converting.

These aren’t bold moves. They’re knee-jerk reactions dressed up as strategy.

What Strategic Risk Actually Looks Like.

Strategic risk is different. It’s considered. It’s deliberate. It’s bold — but not blind.

It looks like:

  • Launching with a minimum viable product, while building out the backend in phases
  • Raising your prices because you’ve tested demand and refined your offer, not because you panicked
  • Taking on investment or hiring help because your business model supports it, not because you’re burnt out and desperate for relief.

Strategic risk takes uncertainty into account. It plans for failure. It stays flexible without compromising on the fundamentals.

How to Tell the Difference in Your Business.

Ask yourself these five questions before you make a fast move:

  1. What is the risk of waiting 30 more days?
  2. What critical information do I not have yet?
  3. Have I tested this idea with real feedback?
  4. Is this move aligned with my long-term plan, or is it just solving a short-term problem?
  5. If this fails, do I have a recovery plan, or am I betting everything on it working the first time?

If you can’t answer those confidently, pause.

Back to The Boeing Disaster — The Cost of Ignoring the Difference.

Boeing convinced itself that fast was smart. Cutting corners was competitive. That silence was strategy. And they paid with lives, lawsuits, and long-term damage to a brand that once defined safety.

You may not be responsible for 200 lives, but you are responsible for your clients, your business, your reputation, and your future. Move fast — but move with purpose. Take risks — but make them intelligent. Build momentum — but never at the cost of your foundations.

5: Practical Lessons for Small Business Owners.

You may never build aircraft, but if you’re running a business, you’re constantly navigating the same forces that brought Boeing to its knees: pressure, deadlines, growth demands, and the temptation to make short-term moves at the cost of long-term stability.

Boeing’s story isn’t about planes. It’s about how easy it is to compromise strategy when you stop listening to the right voices. And it’s a powerful warning for small business owners who think these kinds of failures “only happen to big companies.”

Here are five practical, real-world lessons you can take from Boeing’s mistakes — and apply to your business today:

5.1. Keep Product and Service Integrity at the Heart of Strategy.

Boeing’s biggest mistake wasn’t the new software — it was cutting corners and pushing a compromised product out the door to meet a deadline. You might not be dealing with flight systems, but launching an unfinished offer, skipping your QA process, or rushing delivery to hit your revenue target has a similar effect: It erodes trust.

Small businesses live and die on reputation. Don’t let urgency override quality. 

“If you’re not proud of what you’re delivering, it’s not ready.”

5.2. Let the Right Stakeholders Influence You — Not Just the Loudest.

Boeing ignored engineers and pilots. You might be ignoring your best team member, your gut instinct, or a customer who’s quietly walked away. We all have stakeholders: clients, staff, suppliers, partners, and ourselves. In a small business, the danger isn’t usually in an all-out mutiny — it’s in silent drift.

  • Staff disengage but don’t say a word.
  • Customers drop off but don’t tell you why.
  • Systems crack, but no one raises it.

You need feedback loops. Build them in. Ask the questions. Encourage hard truths. And act on what you hear.

5.3. Review Who You’re Really Serving.

Every decision in your business serves someone. The problem? Many business owners don’t realise who they’re really working for when they make a decision.

  • Is this choice for the customer… or for your ego?
  • Is this pivot for the business… or because you’re panicking about cash flow?
  • Are you serving strategy… or trying to survive the week?

Boeing served shareholders. That’s what drove their deadlines, their shortcuts, and their silence.  And they paid for it. You don’t need to serve everyone — just the right people.

Start with your clients. Your reputation. Your long-term vision. The rest follows.

5.4. Build in Process, Not Just Passion.

You can’t outrun chaos forever. Hustle and hope might get you through your first few years, but eventually, the absence of systems catches up. At Boeing, critical safety decisions were left up to speed and spreadsheet math. In your business, the risk might be:

  • Skipping onboarding steps.
  • Letting delivery quality vary based on your mood or energy.
  • Forgetting to check key metrics because “you’re too busy”.

Structure gives you consistency. Start small:

  • Weekly check-ins.
  • Delivery checklists.
  • 90-day plans.
  • Defined decision-making criteria.

“Passion gets you started. Process keeps you going.”

5.5. Don’t Confuse Urgency with Importance.

This might be the most critical lesson of all. Boeing confused competitive pressure with strategic necessity. They let the need to “win” today destroy their ability to compete tomorrow. In a small business, this shows up when:

  • You copy your competitor’s offer, even though it doesn’t suit your brand.
  • You say yes to a client that’s not aligned, just to fill a gap.
  • You launch something because you feel behind, not because you’re ready.

Speed is not a strategy. Used right, it’s powerful. Used blindly, it’s deadly. Pause. Ask better questions. And move with purpose, not panic.

Boeing’s disaster wasn’t caused by one big, bad call. It was the result of small, strategic compromises, made under pressure, that added up over time. That’s how most small businesses lose their way, too. Not in a moment of failure, but in the quiet decisions no one sees — until the damage is done.

So ask yourself right now:

  • Where am I prioritising speed over quality?
  • Who’s really influencing my decisions?
  • Am I making moves that protect my future, or just relieve pressure today?

Your reputation, your growth, and your sanity depend on answering those questions honestly. And the good news is: If you’re willing to listen to the right people and make the hard decisions early, you won’t need a recovery plan. You’ll already be building a business that doesn’t crash when things get turbulent.

Final Word: Strategy Is About the Decisions You Refuse to Compromise On.

Boeing didn’t fail because they lacked talent, money, or resources. They failed because they abandoned their decision-making discipline under pressure. They let speed override safety, let shareholders override engineers, and let short-term wins destroy long-term trust. That story should terrify you — and empower you.

Because, as a small business owner, you don’t have billions to burn. You don’t have a PR department to spin mistakes. Every decision you make either strengthens your foundations or quietly weakens them. You don’t need to build a perfect strategy. But you do need to build strategy that survives pressure. And that starts by asking yourself, consistently:

  • Who is this decision for?
  • What values am I protecting by doing this, or compromising by ignoring it?
  • Will this move still make sense 90 days from now?

The difference between a smart, sustainable business and one headed for a crash? It’s rarely about resources, and almost always about restraint.

Your Next Step: Build Your Strategic Discipline.

If this blog hits close to home, you already know the truth:

✅ Your business isn’t struggling because of effort.
✅ It’s not failing because of passion.
✅ The cracks show up when your decisions get reactive, rushed, or misaligned.

That’s why I created the Game Plan Accelerator — to help business owners like you make smarter, more structured decisions over 90-day cycles.

Inside, you’ll:

  • Set focused, achievable strategic outcomes.
  • Create clear priorities and decision filters.
  • Learn how to move fast without falling apart.
  • Build the muscle of disciplined, intentional planning.

No fluff. No overwhelm. Just practical strategy that works in the real world.

Click the button to learn more about the Game Plan Accelerator. Start building a business that’s driven by clarity, not chaos. Because in the end, it’s not how fast you go. It’s how well you choose your direction — and who you refuse to ignore along the way.

Sources used in the development of this blog post.

1. Boeing’s Shift in Culture Post-McDonnell Douglas Merger

  • Source: The New Yorker — “After the Crash: How the Boeing 737 MAX Disaster Looks to a Software Developer” by John Cassidy

2. Internal Pressures to Avoid Simulator Training

  • Source: The New York Times — “Boeing Built Deadly Assumptions Into 737 Max, Blind to a Late Design Change”

3. Profit Over Safety Culture

  • Source: Frontline/PBS Documentary — “Boeing’s Fatal Flaw”

4. Congressional Report on the 737 MAX Crashes

  • Source: U.S. House Committee on Transportation and Infrastructure Report (2020)

5. Financial Priorities and Management Culture

  • Source: The Atlantic — “How Capitalism Broke Boeing” by Tim Wu
Share This