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The Danger of Done: Why “Pleased But Not Satisfied” is the Self-Employed Mindset

We all know the feeling: you hit a goal, business is steady, and you take a moment to breathe. You’re pleased. But for us self-employed owners, that “pleased” feeling can quickly become a dangerous comfort zone. The moment we feel done is the moment we start falling behind.

That’s why I keep an old favorite on my shelf: “Pleased But Not Satisfied” by D.L. Sokol. It’s not a new book, but its core philosophy – endorsed by Warren Buffett – is the ultimate mindset for sustained success in our ventures.

This isn’t theory; it’s a handbook for action.

The Mindset Shift: From Comfort to Continuous Growth

Sokol’s title isn’t just a catchy phrase; it’s a mandate for how we can run our businesses:

  • Be Pleased (Acknowledge the Win): Stop, recognize, and celebrate your hard-earned wins. You landed that big client, finished that difficult project, or finally hit your revenue goal. Give yourself credit.
  • But Not Satisfied (Immediately Look Ahead): The minute you feel truly “satisfied,” you stop growing. You have to maintain that relentless drive to push further. For us, that means constantly asking: How can I be better tomorrow?

This is the continuous improvement journey that allows us to build a durable business, not just a successful month.

Your Action Plan: Three Classic Rules

Sokol’s wisdom is all about disciplined fundamentals. Here are three actionable takeaways for every self-employed professional:

  • Rule 1: Commit to Conservative Analysis. Don’t chase trends based on hype. Every major investment – new software, a large marketing campaign, or a business pivot – must be rooted in conservative, thoughtful economic analysis. If the numbers don’t clearly support it, slow down.
  • Rule 2: Measure What Matters (Relentlessly). As self-employed owners, we often manage every hat. Sokol stresses the discipline of setting clear annual goals and measuring them consistently – like monthly – to drive outcomes. Don’t just track revenue; track client satisfaction scores, project completion times, or lead conversion rates. If you can’t measure it, you can’t improve it. My favorite? New Appointments set.
  • Rule 3: Integrity is Your Brand. Sokol’s principles highlight integrity as non-negotiable. For us, this means doing what you say you will do, every single time. Your reputation is your only non-renewable asset. Don’t complicate things; if you feel you have to hedge, you’re on the wrong path.

The book is a great reminder that building something that lasts isn’t about being the flashiest; it’s about precision and disciplined consistency. It’s about being proud of your past work, but staying hungry for the next 1% (or better) improvement.


What’s the one classic business book that keeps your drive going?

What is measured improves.
What is measured improves.

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Mark Johnson

Mark's passion and expertise is enabling real estate broker-owners and team leaders to create the systems, structure, and processes to support their growth. He also enjoys sharing his thoughts on business success on his blog: www.winningtheday.blog

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