Perspectives · Agile

Your Project Plan Is a Lie. Here’s the Squiggle You Should Be Managing Instead

Dr. Joel Carboni August 28, 2025

Let’s be blunt: your project plan is a lie.

That glossy Gantt chart, the meticulously stacked dependencies, the neat milestones that march across a slide deck? It’s performance art. It gives executives a sense of order and your team the illusion of certainty. But anyone who has actually delivered a project of consequence knows how fragile that illusion is.

Because in the real world, projects don’t move in straight lines.

They zig. They zag. They stall. They lurch forward when no one’s ready. They collapse in on themselves because a senior leader gets cold feet, or a community raises legitimate objections, or a budget is slashed in a board meeting you weren’t invited to. And then, sometimes, against the odds, they resurrect.

That’s not a failure of planning. That’s the reality of human systems colliding with ambition.

Welcome to what Harvard researcher Dr. Leith Sharp calls the squiggle—the messy, nonlinear journey of ideas in motion. Once you see it, you’ll recognize it in every project you’ve ever touched. And the leaders who keep pretending the squiggle doesn’t exist are the ones setting themselves, their teams, and their organizations up to fail.

The Myth of Linear Control

Why do we keep lying to ourselves with plans that never hold? Because linear planning looks good.

It feels safe. It feeds our craving for predictability. And most of us were trained this way: break it down, set the scope, lock the budget, enforce the milestones. Control the chaos.

But innovation doesn’t bend to your chart. Transformation doesn’t march obediently from left to right.

Leith Sharp studied over a thousand idea lifecycles and found a universal pattern: ideas don’t go from concept to execution in a straight line. They twist. They stall. They fall back. They leap sideways. It’s not just technical—it’s emotional, political, and deeply human.

Pretending otherwise isn’t just naïve. It’s poor practice.

The Real Project You’re Managing

The squiggle is the tug-of-war between two operating systems inside every organization:

  • The Command & Control Operating System (CCOS): rigid, compliance-driven, designed to prevent mistakes.

  • The Adaptive Operating System (AOS): fluid, collaborative, designed to spark possibility.

Most projects fail because we try to force adaptive energy through control pathways—or unleash creativity without anchoring it in governance. Either way, the idea suffocates.

Leaders desperate to skip the messy middle often force mandates or rush alignment. That’s not strategy—that’s a straitjacket. And it kills good ideas before they have a chance to breathe.

The squiggle is the in-between space: the negotiations, the pivots, the “we thought we knew, but we didn’t” moments. That’s the real project you’re managing—not the tidy fiction on paper.

Managing the Squiggle = Strategic Adaptability

The leaders who succeed don’t fight the squiggle—they learn to dance with it. That means:

  1. Iterate between systems. Secure approval for the what, then let the AOS experiment with the how. Come back with evidence, not assumptions.

  2. Map the friction. Tools like Forward Idea Flow Mapping reveal where energy stalls. The squiggle has patterns—if you can see them, you can move through them.

  3. Engage, don’t just execute. Mandates may get signatures. They don’t get follow-through. People follow purpose. Build co-creation, feedback loops, and shared ownership.

  4. Redefine success. The scoreboard isn’t “on time, on budget.” It’s whether you delivered something resilient, meaningful, and aligned with strategy.

What Project Leaders Need to Do Differently

Here’s the uncomfortable truth for project professionals: you’re not in the business of managing tasks. You’re in the business of managing humans navigating uncertainty.

That demands a new playbook:

  • Normalize the squiggle. Call it what it is. Stop hiding behind the fiction of linear certainty.

  • De-risk through iteration. Let ideas evolve before you lock them down. Pilot small, scale big.

  • Switch languages. Speak CCOS when you need approvals and governance. Switch to AOS when you need engagement and trust.

  • Focus on flow, not control. The job isn’t to strangle uncertainty—it’s to move energy through it.

The Stakes Are Higher Than Ever

This isn’t just theory. Look at what’s happening globally: climate disruptions, geopolitical instability, rapid technological change. The projects we’re being asked to lead—whether in infrastructure, energy, finance, or digital transformation—are no longer “complicated.” They are complex systems with cascading interdependencies.

The fiction of the perfect plan isn’t just misleading—it’s dangerous. It blinds leaders to signals they need to see. It encourages rigidity when what’s required is adaptability.

We don’t need more project managers obsessing over variance reports. We need project leaders who can dance with the squiggle—who know when to push structure, when to unleash creativity, and how to shepherd their teams through the mess without losing the plot.

Don’t Fear the Mess—Master It

Projects are the delivery engine of strategic change. But strategy never unfolds in a neat sequence. It emerges from tension, iteration, conflict, and discovery. That’s the squiggle.

The leaders who thrive in this new reality will not be the ones who cling to perfect plans. They will be the ones who embrace the mess, navigate uncertainty with courage, and bring their people with them.

So yes—your project plan is a lie.

But the squiggle? That’s where the real work lives. And if you want to lead into the future, that’s the territory you must learn to master.

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