Strategic Thinking: Why Most People Get It Totally Wrong

Strategic Thinking: Why Most People Get It Totally Wrong

Strategy is one of those words that has basically lost all meaning because people use it for everything. Honestly, if I hear one more person describe their daily to-do list as a "strategic roadmap," I might lose it. Strategy isn't a calendar. It isn't a goal. It isn't even a plan, really.

Most people think being strategic means thinking big. It doesn't.

True strategy is actually about the cold, hard reality of trade-offs. It is the art of deciding what you are not going to do so that the things you do decide to do actually have a chance of working. Harvard Business School professor Michael Porter famously argued that the essence of strategy is choosing what not to do. If you’re trying to be everything to everyone, you don’t have a strategy; you have a wish list. And wish lists don't win markets.

The Messy Reality of Being Strategic

Let’s look at Southwest Airlines back in the 70s and 80s. Everyone points to them as a "strategic" masterpiece, but they didn't just decide to be "cheap." They decided to be weird. They only flew Boeing 737s. Why? Because if every plane is the same, every pilot can fly every plane and every mechanic can fix every engine. That is a strategic choice that creates a massive cost advantage.

They also stopped serving meals. People complained. But Southwest didn't care because they knew their strategy was "point-to-point travel at the lowest cost," not "mid-tier dining at 30,000 feet."

Contrast that with a company like Intel in the mid-80s. They were getting absolutely crushed in memory chips by Japanese competitors. Andy Grove, the legendary CEO, had to make a choice that felt like cutting off a limb. He walked away from the very business that built the company to focus entirely on microprocessors. That wasn't just a "pivot." It was a high-stakes bet on where the world was going.

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Most managers are terrified of that kind of focus. They want to hedge. They want "synergy." But synergy is usually just a fancy word for "we're doing too many things and hope they accidentally help each other."

Why Your Brain Hates Strategy

Biologically, we are wired for the short term. We like the hit of dopamine we get from crossing a task off a list. Strategic thinking, on the other hand, requires us to sit in the discomfort of uncertainty. It forces us to acknowledge that we might be wrong.

Richard Rumelt, author of Good Strategy/Bad Strategy, points out that most "strategic" plans are actually just "fluff." He defines bad strategy as a failure to face the problem. If you don't define the obstacle, you can't have a strategy. You just have a goal. And "increasing revenue by 20%" is a goal, not a strategy. A strategy would be: "We are going to increase revenue by 20% by dominating the specialized niche of vegan pet food because our competitors are too bloated to serve small batches."

The Three Pillars That Actually Matter

First, you need a diagnosis. This is the part everyone skips. You have to look at your situation and say, "Okay, what is actually happening here?" Is the market shifting? Is our product outdated? Are we just bad at sales?

Second, you need a guiding policy. This is the "how" part. It’s the broad approach you’re going to take to deal with the obstacles identified in the diagnosis. It’s like a guardrail. If your guiding policy is "premium quality over everything," then you can't suddenly start using cheap materials just because they're on sale.

Third, you need coherent actions. This is where the rubber meets the road. Every department, every person, and every dollar has to be pulling in the same direction. If your marketing says "Luxury" but your customer service is an automated bot that doesn't work, your actions are incoherent. You’ve failed.

The Trap of "Strategic" Buzzwords

We’ve all been in those meetings. The ones where someone says we need to "leverage our core competencies to create a paradigm shift in the ecosystem."

What does that even mean?

Usually, it means the person speaking has no idea what to do next. Clear thinking leads to clear language. When someone is being truly strategic, they speak in simple terms. They say things like, "Our prices are too high for the value we provide, so we are going to automate our supply chain to cut costs by 30%."

That is a strategy. It's boring. It's direct. And it's actionable.

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Real World Examples: Success vs. Failure

Look at Blockbuster. They had a "strategy" to maximize late fees. It worked great for a while. Then Netflix came along with a strategy to maximize convenience via mail. Blockbuster had the chance to buy Netflix for $50 million. They passed. Why? Because they were so focused on their current revenue model—the late fees—that they couldn't see the structural shift in the industry. They weren't being strategic; they were being reactive.

On the flip side, look at Apple's move into services. They realized that hardware sales (iPhones) would eventually plateau. So, they spent years building out the App Store, iCloud, and Apple Music. They turned a one-time purchase into a recurring relationship. That is a long-term play that required massive investment long before it paid off.

How to Actually Think Strategically Today

If you want to start thinking this way, you have to stop looking at your calendar and start looking at your "No" list.

What are you going to stop doing today?

Maybe it’s a client that takes up 80% of your time but only provides 10% of your profit. Maybe it’s a product line that’s "fine" but isn't great. Maybe it’s a personal habit that keeps you in "reactive mode" instead of "proactive mode."

The Power of the "Pre-Mortem"

One of the best tools for strategic planning is the pre-mortem. Imagine it’s a year from now and your project has failed. It’s a total disaster. Now, write down exactly why it failed.

Did the economy tank? Did a competitor undercut you? Did you run out of cash?

By looking at the failure before it happens, you can build defenses into your strategy. It’s a way of hacking your brain to see the risks you’re currently ignoring because you’re too excited about the "vision."

Limitations and Nuance

I should be clear: strategy isn't a silver bullet. You can have a brilliant strategy and still fail because of bad luck or terrible execution. Execution is the "doing" part, and it's just as hard as the "thinking" part.

Also, a strategy shouldn't be set in stone. The world changes fast. If a global pandemic hits or a new technology like AI disrupts your entire industry overnight, you need to be able to adapt. But adapting isn't the same as chasing every shiny object. It’s about adjusting your guiding policy while keeping your eyes on the ultimate goal.

Immediate Steps to Sharpen Your Strategy

Start by auditing your current projects. Take a blank sheet of paper and list everything you are currently working on. Then, ask yourself: "If I could only do three of these, which ones would actually move the needle?"

Everything else is a distraction.

Next, define your "Value Proposition" in one sentence without using the words "best," "innovative," or "world-class." If you can't explain why someone should choose you over a competitor in ten words or less, you don't have a clear strategy yet.

Finally, talk to your customers. Not the happy ones—the ones who stopped using your service. Ask them why. Their answers will usually point directly to the strategic gap you’re missing.

Strategy is a choice. It's often a painful one. But it's the only way to get where you actually want to go. Stop planning and start choosing. That’s where the real power lies. Eliminate the fluff, face the hard truths about your competition, and commit to a single, coherent path forward.

Everything else is just noise.