The “perfect plan” is a trap


Enneagram Five Newsletter

Issue #013

The “perfect plan” is a trap

You already know that overthinking keeps you stuck. But if you’re anything like me, even knowing that can become another thing to analyze.

We trick ourselves into thinking we need to “figure it all out” before we begin. That once we have a clear plan, once we’ve mapped every step and anticipated every risk, then we’ll feel ready.

But what if that moment never comes?

The truth about readiness

You will never feel 100% ready to do the things that matter.

Because the fear isn’t about readiness, it’s about uncertainty. And the only way to shrink uncertainty is by doing the thing.

Fives often stay stuck in the thinking phase, convinced it’s the responsible choice. But what we’re really doing is using our minds to avoid the discomfort of not knowing. We want guarantees. We want certainty. We want control.

But life doesn’t work that way.

Intuition does.

Intuitive action vs impulsive action

There’s a difference between acting from impulse and acting from intuition.

Impulsive action is reactive. It comes from fear, urgency, or pressure. Intuitive action is grounded. It comes from your deeper self, the part of you that’s connected to what you want and who you’re becoming.

You won’t always know why a step feels right. But you’ll feel drawn to it. Curious. Even a little scared, in a good way.

That’s not a sign to pause, it’s a sign to begin.

Why intuitive action works (even when you don’t have a plan)

When you take an intuitive step, a few powerful things happen:

  • You build trust in yourself.
  • You start gathering real data from experience, not just thought experiments.
  • You shift your nervous system out of paralysis and into motion.
  • You stop trying to “solve” your way to clarity and start moving your way there.

Even the wrong step teaches you more than endless analysis ever could.

A small practice to try this week

Pick something you’ve been circling around for a while, something that feels important but scary.

Then ask yourself: What’s one step I feel drawn to take, even if I don’t know the whole path?

Do that step. Notice how it feels, not just in your head, but in your body. Then come back and ask again: What’s next?

Keep going like that. One step at a time. No need to figure out all 42 moves in advance.

You don’t need a map. You just need the courage to begin.

Josiah Goff

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