595 – Plan to Succeed, but Prepare to Fail
The How of Business - How to start, run, grow and exit a small business.
Henry Lopez, Levante Business Group
4.7 • 522 Ratings
🗓️ 9 February 2026
⏱️ 21 minutes
🧾️ Download transcript
Summary
Planning improves your odds of success, but accepting risk, making decisions with incomplete information, and learning quickly from failure are what ultimately move a business forward.
Show Notes Page: https://www.thehowofbusiness.com/595-plan-to-succeed-prepare-to-fail/
Planning is essential to building a successful small business, but it doesn't eliminate risk or guarantee success. In this episode, Henry Lopez explains why business owners must plan to succeed while also being prepared to fail, and how accepting uncertainty is a prerequisite for growth.
Henry breaks down the role of planning in both startups and existing businesses, explaining how business plans, financial projections, and annual strategic plans help reduce - but never remove - risk. He also explores the emotional side of failure, including fear, embarrassment, and decision paralysis, and why waiting for certainty often leads to stagnation.
Drawing from personal experience and past episodes, Henry outlines a practical framework for balancing disciplined planning with courageous action:
1 - Plan deliberately
2 - Assess the downside
3 - Decide and commit
4 - Review and adjust
The goal is not to avoid mistakes entirely, but to build a business resilient enough to survive them.
If you're stuck overanalyzing, afraid of making the wrong move, or hesitating to launch or grow your business, this episode will help you reframe risk, overcome fear, and move forward with confidence.
This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com
Transcript
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| 0:00.0 | Welcome to the How of Business with your host, Henry Lopez, the podcast that helps you start, |
| 0:05.9 | run, and grow your small business. And now, here is your host. Welcome to the How of Business |
| 0:13.6 | podcast. This is Henry Lopez. Planning is essential to business success, but even the best plans |
| 0:19.8 | come with risk and no guarantees. And so on this |
| 0:22.6 | episode, I'm going to share my thoughts on why you must plan to succeed, but also be prepared to fail. |
| 0:28.4 | And how accepting uncertainty, making informed decisions and learning quickly from the things that |
| 0:33.8 | don't work, how that's often what separates us from getting stalled in business, |
| 0:38.0 | whether it's starting or growing a business, and achieving success and profitability with our |
| 0:43.5 | small business. You can find all of the Hawa Business resources, including the show notes page |
| 0:47.8 | for this episode, and learn about my one-on-one and group coaching programs at the howab business.com. |
| 0:53.2 | I also invite you to please join the |
| 0:55.3 | how a business community on Patreon and subscribe wherever you might be listening so you don't miss |
| 1:00.1 | any new episodes. So let me share my thoughts and experiences on why planning matters, but why |
| 1:06.4 | accepting risk and failure, and of course, correction, ability to make corrections, matters just as much. |
| 1:13.9 | You know, if planning guaranteed success in business, then entrepreneurship would be easy. |
| 1:19.2 | But it doesn't. All of the planning in the world, all of the analysis, all of the learning, |
| 1:23.8 | it doesn't guarantee success. I do believe very much in planning to succeed, but you have to |
| 1:29.6 | accept also that failure is very possible in any way, whether it's complete failure, a catastrophic |
| 1:35.4 | failure of the business venture, or failures in something you might try or a new product line |
| 1:40.0 | or something that you've changed in your business. This is not, this conversation is not about |
| 1:44.7 | anti-planning. That's certainly a key takeaway here. If you've been listening to my podcast for any time, |
| 1:49.8 | you know that I'm big on planning, especially if you're starting your business and developing your |
... |
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