Phyllis Shallman – The Greatest Obstacle to Entrepreneurship

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Let’s face it—a side gig sounds like a dream come true. What’s not to love about being your own boss?

But if working for yourself is so awesome, why do so few take the plunge?

The reason is simple—uncertainty.

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It makes sense. School taught you how to scribble notes and pass tests, not start a business.

And that uncertainty creates anxiety.

Picture yourself as a business owner. What would it look like?

If you’re like many, you saw flashes of expensive cars, meetings, and… nothing. Entrepreneurship is such a foreign experience that you don’t even know how to process it.

And that leads to the ultimate uncertainty—what if you fail?

What will others think if your business goes under? How will you feel about yourself? Will you be able to pay the bills?

In short, entrepreneurship feels like a black box of something that’s best left alone.

Sound familiar? There are two antidotes to the uncertainty of entrepreneurship…

Embrace uncertainty. The next time you feel a twinge of fear, pause. What are you afraid of happening? What could go wrong? Maybe it’s something valid. Or likely, it’s something you can overcome. Train yourself to observe and question your fear. You’ll grow more and more confident taking calculated risks. You may even find yourself ready to start a part-time side hustle!

Find support. Facing uncertainty is far easier when you’re surrounded by support. Friends, family, and mentors can provide an emotional safety net should things go south. They can also offer wisdom and counsel that can mean the difference between success and failure.

Where do you stand on entrepreneurship? Do you want to start a business, but can’t see what it would look like?

If so, let’s chat. Consider me your sounding board for your anxieties about the transition from employee to entrepreneur. I can help you process your fears and flesh out a vision for your business.

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