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5 Questions To Ask Yourself Before Starting Your Business

Independence is appealing, but turning that dream into a viable business begins with an honest review of your preparedness.

Thinking about becoming your own boss? While entrepreneurship offers incredible rewards, many aspiring business owners underestimate the challenges ahead. Before making the leap, honestly evaluate your readiness with these five critical questions.

1. Do you have what it takes to be successful?

This goes beyond wishful thinking. Do you have the specific skills, energy, money, people, and knowledge needed for your venture? Researchers call this “entrepreneurial self-efficacy,” a trait many academics believe to be a predictor of success.

“It’s situationally specific confidence,” explains J. Robert Baum, associate professor of entrepreneurship at the University of Maryland. “‘I strongly believe that I have all the resources I need, and here is what they are.’ Overconfidence, by contrast, sounds like: ‘Let’s get going. I just know I can do this.'”

2. Can you handle disappointing people who believe in you?

Starting solo is one thing, but soon you’ll have investors, employees, and their families depending on your success. Risking others’ fortunes feels much heavier than risking your own.

“These people may not completely understand the business or the level of risk,” says Baum, “but they think they’ll be OK because you are so smart. Breaking their dreams is very painful.”

3. How do you handle setbacks?

Your emotional state directly impacts company morale. As leadership experts Richard Boyatzis and Annie McKee note in “Resonant Leadership,” emotions are contagious. Your team’s spirit rises and falls with your mood.

Since people often overestimate their resilience, business psychologist Leslie Mayer suggests a “reference check on yourself.” Ask people who know you well how you handle adversity. “If you need to retreat for periods to recharge, that’s not possible in these situations,” she warns. “If you take setbacks hard, you have to know that going in.”

4. Are you an inventor or an entrepreneur?

Creating a product and building a business around it requires different skill sets. Many inventors spend excessive time perfecting prototypes and patents, thinking “the world will beat a path to their doorstep,” says Mike Drummond, editor in chief and co-owner of “Inventors Digest.”

“Product development is a team sport,” Drummond explains. “Inventors don’t get that. Entrepreneurs do.”

5. Are you starting a business for the right reasons?

If you’re launching a company just because you see yourself as “entrepreneurial,” reconsider. While traits like persistence, creativity, and risk tolerance are associated with entrepreneurs, having them doesn’t guarantee success.

Research shows things like persistence and the need for achievement explain only about 5–10% of the difference between people who start companies and those who don’t, according to Baum. External factors like market timing, economic conditions, and industry changes matter much more.

“If there’s one thing I believe,” says Baum, “it is that trying to predict success in entrepreneurship based on personal traits is a fool’s game.”

The bottom line

Successful entrepreneurship requires honest self-assessment, not just optimism. Before diving in, ensure you have the specific resources, emotional resilience, and realistic expectations needed to build and potentially step back from a thriving business.

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