Planning

A woman in the process of planning.

đŸ€” QUESTION: Why do so many entrepreneurs avoid planning?

By Stephanie Sims | July 17, 2025

😊 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 hours filling it out
and you end up more confused than when you started. You still don’t know what your business needs, you’re frustrated, and you…

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Stop carrying your startup in your head: How planning as a practice drives real recovery

By Stephanie Sims | July 11, 2025

It’s July. Maybe you’re reading this poolside. Or maybe you’re prepping your OOO message and packing sunscreen. Either way, let’s talk about how to actually unplug. And what to do when it’s time to plug back in. Step 1: Leave the (mental) baggage at home You want to enjoy your time off, but your mind…

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Stephanie Sims

It’s not the plan. It’s the -ing.

By Stephanie Sims | July 1, 2025

“Everyone has a plan until they get punched in the mouth.” – Mike Tyson Conventional wisdom says that business plans are worthless. I rarely agree with conventional wisdom, but this one is 100% true. And yet, planning is key to your success as an entrepreneur. Plans are static things, a snapshot in time, quickly outdated…

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What you don’t need to worry about right now.

By Stephanie Sims | June 12, 2025

It’s easy to feel buried under a mountain of things you should be doing.

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Mindset & Math: A survival kit for chaos

By Stephanie Sims | May 8, 2025

Planning is an ongoing process, a mindset, and a habit that can transform you into a successful leader.

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