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Posts by Stephanie Sims

Tell me the truth: Entrepreneurship isn’t a career move

By Stephanie Sims | November 6, 2025 | 0
Tell me the truth

We’re lying about entrepreneurship. Not intentionally, but the effect is the same. We talk about it as just another career move—changing jobs with slightly higher uncertainty. That’s not what it…

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Tell me the truth: Is my price right?

By Stephanie Sims | October 30, 2025 | 0
Tell me the truth

If you’re asking this, you’re not paranoid. You’re paying attention. You’ve got customers. Money is coming in. But there’s this nagging feeling that you can’t quite shake – are these…

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I wish somebody would tell me the truth

By Stephanie Sims | October 23, 2025 | 0

When I asked a group of founders recently what they really needed, their answer surprised me. They didn’t say funding. They didn’t say marketing help. They said, “We need people…

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SF Series: #5 Which decision will make the most of my limited time and money?

By Stephanie Sims | October 9, 2025 | 0

Just tell me the magic formula. THE PROBLEM I’ll just say it – there is no magic formula. There is no single “right answer” for how to build a successful…

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SF Series: #4 Does my business model actually work?

By Stephanie Sims | October 2, 2025 | 0

THE PROBLEM Your first customer pays you – YES! You look at your bank balance – YIKES! If your customers are paying, why is there more money going out than…

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SF Series: #3 When can I stop wearing all the hats & who do I hire first?

By Stephanie Sims | September 25, 2025 | 0

THE PROBLEM Founders often build their financial models backwards–and there are two stages to this faulty foundation. THE SOLUTION Instead of letting you say, “Here’s how much revenue I’m going…

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SF Series: #2 How long will it take my business to turn a profit & how much will it cost?

By Stephanie Sims | September 18, 2025 | 0

HE PROBLEM There’s a lot of noise around doing “all the things” in your business. Everyone’s telling you the best practices for getting clients, for social media, for customer service.…

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SF Series: #1 Am I leaving money on the table or losing money on every sale?

By Stephanie Sims | September 11, 2025 | 0

THE PROBLEM If each sale isn’t profitable, you can’t “make it up with volume”. You need to know that at some point, you can charge more for your product or…

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Keeping it together as a founder (Without oversharing or burning out)

By Stephanie Sims | August 21, 2025 | 0

Entrepreneurship is a roller coaster. There are days you feel unstoppable and days you wonder why you ever started. As a founder, you carry a unique burden: How do I…

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🤔 QUESTION: Why do so many entrepreneurs avoid planning?

By Stephanie Sims | July 17, 2025 | 0
A woman in the process of planning.

😊 ANSWER: Most people sit at one of two extremes. Either: Both mindsets can stall progress. Sometimes, it’s even worse: you try to use a recommended template, spend hours and…

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Recent Posts

  • Winner’s Circle: Your accountant is not the problem. But the tool they gave you may be.
  • Winner’s Circle: Nobody warns you about what happens after you hit a million
  • The Winner’s Circle: Successful entrepreneurs know something most people won’t say out loud
  • Bootstrap: The one thing you never stop doing
  • Borrow: What debt is actually for

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