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How I Stopped Overthinking And Started Taking Action

Jan 9, 2021 · 6 min read · Jeremiah Krakowski

Featured image for article: How I Stopped Overthinking And Started Taking Action by Jeremiah Krakowski
How I Stopped Overthinking And Started Taking Action

I spent years stuck in my own head. Planning the perfect funnel. Researching the perfect niche. Designing the perfect website. Rewriting the perfect email sequence — for the tenth time. Meanwhile, coaches with half my knowledge were making ten times my income because they actually shipped things.

Overthinking nearly killed my business. Here's exactly how I broke the cycle and started taking imperfect action — and how you can too.

The Overthinking Trap: Why Smart People Stay Stuck

Overthinking feels productive. You're "working on it." You're "planning." You're "making sure everything's right." But it's actually procrastination wearing a productivity costume.

Smart, capable coaches are the most susceptible to this trap. They see all the possibilities, all the potential problems, all the ways things could go wrong. So they keep researching, keep planning, keep waiting for certainty that never comes.

Here's the truth I had to learn: certainty is a myth. No amount of planning eliminates risk. The only way to get real data is to put something out there and see what happens.

The Imperfect Action Framework

When I finally broke through, it wasn't because I felt ready. It was because I adopted a rule: 70% good enough = go.

If something is 70% of what I think it could be — the copy, the offer, the design, the video — I ship it. Not because I don't care about quality, but because:

  • A 70% product in front of real people generates real feedback
  • A 100% product in my head generates nothing
  • Version 2 is always better than version 1 — but only if version 1 exists

My first landing page was ugly. My first video was awkward. My first coaching offer was clunky. But they were out there. And each one got better because real-world feedback is the ultimate teacher.

Set Non-Negotiable Deadlines

Without a deadline, everything takes forever. Parkinson's Law: work expands to fill the time available. Give yourself a week to build something, and it takes a week. Give yourself a month, and it takes a month.

My rules:

  • New offer: 48 hours from concept to live
  • New content piece: same-day creation and publishing
  • New funnel page: 2 days max before it goes live
  • Decisions: 24 hours max deliberation, then commit

These deadlines force me to stop perfecting and start shipping. Speed is a competitive advantage that most coaches don't leverage because they're too busy overthinking. Learn to stop overthinking and start taking imperfect action.

Shrink the Decision

The reason big decisions cause overthinking is because they feel permanent and consequential. So make them smaller.

Instead of "Should I launch a coaching program?" → "Should I do one free coaching call this week?"
Instead of "Should I start a YouTube channel?" → "Should I record one 60-second video today?"
Instead of "Should I invest in ads?" → "Should I test one ad for $20?"

Small experiments are reversible, low-risk, and they give you real data. Shrink the decision until it feels almost trivial. Then do it.

Build a "Done Is Better Than Perfect" Habit

Perfectionism is fear in a fancy suit. When you say "it's not ready yet," what you often really mean is "I'm afraid of judgment." Overcoming perfectionism was one of the most important things I ever did for my business.

Practical habit-builders:

  • Post unedited content once a week — raw thoughts, phone video, no polish
  • Ship before you're comfortable — if it makes you slightly nervous, it's the right time
  • Celebrate completion more than quality — finishing is the win
  • Delete the mental scorecard — nobody is grading your work

The market rewards speed and iteration more than perfection. Done > perfect. Always.

Separate Thinking Time From Doing Time

One trick that changed everything: I stopped trying to think and act simultaneously.

I have dedicated "strategy time" — 30 minutes on Monday morning — where I think, plan, and make decisions. The rest of the week is pure execution. No second-guessing. No re-evaluating. Just do what Monday's plan says.

When overthinking creeps in during execution mode, I literally write it down and save it for next Monday. This separation is incredibly freeing because you never have to feel guilty about not thinking during do-time, or not doing during think-time.

Your Move: One Action Today

Right now, think of the one thing you've been overthinking. The post you haven't published. The offer you haven't launched. The person you haven't reached out to. Do it today. Not tomorrow. Today.

If you want an environment that rewards action over perfection — where imperfect shipping is celebrated and overthinking is gently called out — Wealthy Coach Academy is built for that. $197/month with weekly live coaching and accountability.

Or take the smallest possible action: grab my $4.95 class. It takes 5 minutes to purchase and start watching. No overthinking required.

Frequently Asked Questions

How do I know when overthinking has crossed into procrastination?

If you've been "planning" the same thing for more than a week without producing anything tangible, that's procrastination. Real planning produces a plan. Overthinking produces anxiety and more planning.

What if I take imperfect action and it fails?

Good. Failure with real-world data is infinitely more valuable than imaginary success in your head. Every "failure" teaches you something that moves you closer to what actually works.

Is there a time when planning IS the right move?

Yes — for truly irreversible, high-stakes decisions (signing a long lease, hiring full-time, major financial commitments). For everything else in an online coaching business? Ship fast, learn fast.

Jeremiah Krakowski

About Jeremiah Krakowski

Jeremiah Krakowski is a coaching business mentor who helps coaches, course creators, and consultants scale from $3k/mo to $40k+/mo using direct response marketing, AI systems, and proven frameworks. He runs Wealthy Coach Academy and has 23+ years of experience in digital marketing. Learn more →

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How I Stopped Overthinking And Started Taking Action — Jeremiah Krakowski