I’ve worked with hundreds of mid-sized companies over the years, and I can tell you this with confidence: strategy doesn’t fail because people are lazy or ideas are weak.
It fails because leaders confuse movement with progress.
They run fast in too many directions without asking if they’re actually headed somewhere worth going. A good strategy demands focus. Unrelenting focus. But in many organizations, everything feels urgent, everyone is stretched, and leadership tries to cover too much ground with too little clarity.
Another reason strategy breaks down is that it gets treated like an event instead of a discipline.
There’s a big offsite, a glossy PowerPoint, maybe even a clever slogan. Then Monday rolls around, and nothing changes. The strategic priorities aren’t tied to the actual work. Teams keep doing what they’ve always done, just with a new label. In mid-sized companies, where there aren’t endless layers of structure, this gap between intention and execution shows up fast. People need to see how the strategy connects to their daily decisions. If they can’t, it becomes noise.
The hardest truth is this: strategy often fails because leaders avoid the tough choices.
It’s easier to keep adding than it is to subtract. It’s easier to chase trends than to commit to one core strategy. However, if you want your strategy to work, it has to hurt a little. You have to prioritize ruthlessly, communicate relentlessly, and hold people accountable consistently. Otherwise, what you call a strategy is just a list of hopes. And hope is not a strategy.
If strategy has ever felt confusing or theoretical, this guide will help.
It offers a practical way to think strategically, focus your efforts, avoid common missteps, and stress-test your ideas before they’re put into play.
