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The Smartest People In The Room®

5 signs your company is obsessed with planning, not doing

2
min.
read

You can feel it.
That slow, creeping sense that meetings are multiplying.
That decisions are circling the drain.
That action is getting harder and harder to find.

Here’s the brutal truth:
Most companies don’t fail because they lacked ideas.
They fail because they got addicted to planning and allergic to doing.

If you're wondering whether your company has fallen into the "planning trap," here are five warning signs to look for:

1. Meetings Are Where Ideas Go to Die

If your calendar is packed with endless workshops, strategy sessions, and steering committees—but no one can point to what was actually launched last month—you have a problem.

Meetings aren't progress.
Meetings without action are just well-catered procrastination.

The most effective organizations treat meetings like pit stops: fast, focused, and all about getting back on the track.

2. Plans Get Updated More Than Products

When the strategy document is in its fifteenth version—but the customer experience hasn’t changed at all—it's a flashing red warning light.

Real companies ship products.
Planning-obsessed companies ship plans.

Updates to your plan should reflect execution victories, not endless theory refinement.

3. Risk Aversion Masquerades as “Prudence”

If every new idea dies in “further review” or "additional risk assessment," your company isn’t being careful—it’s being paralyzed.

Yes, risk management matters. But zero-risk environments don’t exist outside spreadsheets.
If your team is rewarded more for identifying potential dangers than for seizing opportunities, you’re already slipping behind.

Courage creates momentum. Caution creates stagnation.

4. Action Takers Are Treated Like Mavericks

In companies obsessed with planning, the people who push forward—the ones who test, pilot, launch, and learn—are often seen as "rogues" who "don't follow the process."

Here’s the reality: They’re the ones keeping your company alive.

If your culture punishes action and glorifies process, you’re training your best people to leave—and your most risk-averse to stay.

5. Urgency Is a Dirty Word

In execution-obsessed companies, urgency is a virtue.
In planning-obsessed companies, urgency is treated like bad manners.

If phrases like "We need to move fast" are met with rolled eyes, requests for "more data," or demands for "further stakeholder input," you're not building a future—you’re embalming the present.

Speed isn’t reckless.
Speed is relevance.

Final Word

The obsession with planning feels safe. It feels smart.
But make no mistake: It kills companies from the inside out.

If you want to win, you have to break the addiction.
Ship faster. Decide faster. Fail faster. Learn faster.

Because in today’s world, the only plan that matters is the one you act on.

Meet the Author

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