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EntreLeadership · 2026-06-26 · 11 min · 1,893 words

The Biggest Challenges Growing Businesses Face

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The number one reason businesses fail? They run out of money. Well, that one's obvious. But many business owners get blindsided by the second reason. They focus so much on getting more business and making more money, but they never build the systems to actually handle it.

This is one of the most pivotal moments in small business because if you don't have the right structure in place, growth won't fix your problems, it will only expose them. And the very thing you prayed for will be the thing that takes you out. So today, Entree Leadership's head coach John Falkins is going to break down the biggest challenges growing businesses face and the four key areas you've got to get right if you want to scale. Let's get into it. Let me tell you a story about a client that I worked with.

Her name was Stacy, and she had a business that was really going well. It was growing, but there were problems. So I started to talk to her team. She only had a few key people that were leading what was going on, and they were just running from one marketing campaign to the next. They were pretty tired.

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