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How To Overcome Challenges & Obstacles As A Business Owner


As a Membership Advisor at Strategic Coach, I help business owners like you understand how to overcome challenges, transform obstacles into opportunities, and tap into your own unique strengths. This allows you to determine whether our Business Coaching Programmes will benefit you on your path. This might sound like a tough task, but it’s deceptively simple.

The thing is, you already know how to overcome entrepreneurial obstacles—I simply provide the structure for you to think about your thinking.

At Strategic Coach, we show business owners how to use their past experiences, and think in different ways, to make their ideal future a reality. We’re not interested in telling you how to act, how to think, or what to do with your business—we simply ask great questions that allow you to formulate your own action plan based on your answers. The best way to overcome entrepreneurial challenges is to use the knowledge and experience you already have. Our job is to pull that knowledge out of you and help you put it to good use.

It all starts with a Discovery Call where we go over The R-Factor Question, D.O.S., and what it means to have a Self-Managing Company. Interested? Let me explain…

The R-Factor Question.

If you’re interested in our business coaching programmes or just want to have more freedom as a business owner, we always start with what we call “The R-Factor Question,” which was developed by Dan Sullivan.

It goes like this: “If we were having this discussion three years from today, and you were to look back over those three years to today, what has to have happened during that period for you to be happy with your progress?” 

What happens next is key: I stop talking and listen. The beauty of this question is that it gives you a chance to think about what you want your life to look like three years from now, and then work backwards to understand what needs to happen for you to get there.

Most likely, you’ll feel relieved that you’re able to talk to someone about these things, as it’s not always a topic that can be easily discussed with family members or friends.

The best part about this question and process is that it can work for any business owner in any industry. You know where you want to go in the future—and most business owners, regardless of industry, face the same obstacles and challenges along the way.

Anyone who is interested in learning how to overcome challenges and obstacles as a business owner needs to first identify the obstacles that are in their way. The R-Factor Question, and the three-year vision that comes out of it, are the first steps in doing that, which is why we start all of our Discovery Calls with that simple question.


Once you understand your three-year vision, everything becomes clear. You can see what you want to achieve and the path that will get you there. But then the obstacles start to appear.

D.O.S. is a simple system that Dan Sullivan created for overcoming entrepreneurial challenges. It stands for Dangers, Opportunities, and Strengths. As mentioned previously, this is not about telling you what to do—it’s about showing you how to utilise the knowledge and experience you already have to overcome entrepreneurial obstacles in your path.

Dangers are just what they sound like. They’re fears you have about life or business, including the obstacles that are standing between you and your three-year vision. Many business owners fail to actually recognise these dangers and fears, yet it’s absolutely critical to understand and be aware of them.

Opportunities are what come out of those dangers. When you overcome entrepreneurial obstacles, you create opportunities for yourself. Imagine if you could wave a magic wand and the three biggest obstacles in your path disappeared. What opportunities would be available to you?

Most business owners haven’t thought about this, because they’re so focused on the problems. But looking at the future and the opportunities that will come when you solve those problems is the best way to find solutions.

Strengths are what ultimately allow us to overcome entrepreneurial challenges. We all have our own unique capabilities, and we’re never truly starting from scratch. Strengths, past experiences, and capabilities give business owners the confidence they need to make their three-year vision a reality.

This D.O.S. system might seem simple, but business owners don’t always get the chance to think these things through. You’re probably too busy running the day-to-day operations of your business and don’t have many entrepreneurially-minded people in your life to discuss these issues with.

That’s where Strategic Coach comes in. Through our business coaching programmes, you’ll get the frameworks and tools you need to start thinking differently so you can overcome entrepreneurial challenges on your own.

Creating a Self-Managing Company.

We use The R-Factor Question and D.O.S. on our Discovery Calls to show you how to create your three-year vision and overcome entrepreneurial challenges along the way. But what is the end goal of all this?

Everyone’s vision is different, of course, but there is one common thread in nearly every Discovery Call I’ve had. Every business owner—regardless of industry, company size, or revenue—wants to create a Self-Managing Company.

A Self-Managing Company is one that runs seamlessly without your involvement in the day-to-day so you can focus only on what you love to do and do best in your business. It’s the key to the freedom every business owner desires. No matter what your three-year vision is, a Self-Managing Company will give you the time, ability, and freedom to accomplish it.

Our programmes can teach you how to overcome entrepreneurial obstacles, but that’s just the beginning. What we’re really doing at Strategic Coach is laying the foundation for you to gain the capabilities necessary to create your own Self-Managing Company.

The best part? It’s easier than you think. I guarantee it.

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