Most Common Question in Entrepreneurship
- Ali Freiburger
- 1 day ago
- 2 min read
People often ask me the same thing: How did you know you had what it takes to start your own business? It's probably the most common question I receive outside of boardroom conversations and the hardest one to answer.
The truth is, I didn't. Does anyone ever really know?
The leap into business isn’t about certainty. It’s about knowing the work, seeing the gaps, and loving the process.
It is easy to be inspired by success stories or the idea of being your own boss. But the entrepreneurs who build something sustainable, the ones who make it past the first year, are the ones who spend time learning the work before they build around it.

Research Before You Build the Business
Before launching, immerse yourself in the field you want to join. Learn the challenges, discover the opportunities, and build something meaningful from the inside. If you think you can run a creative agency, work inside one. If you want to open a local shop, learn from someone who is already doing it. If your dream is to consult, start by consulting informally or within the scope of your current role. Help a few people, test your process, and see what sticks.
This is not about waiting for the perfect time. It is about understanding the systems, the pain points, and the details that separate ideas from execution. This is where real clarity begins to take root.
When you have put in that time, you will not need to ask if you are ready. You will have what it takes to leap into the unknown.
Experience Reveals the Opportunity
When you have lived the day-to-day, you see what others do well. If you are lucky, you witness the gold standard from an experienced mentor that you can use to inspire your path forward. Alternatively, you see what others may overlook. You understand not just what is broken, but why it is broken and how you can do it better. That insight becomes your competitive edge.
Successful entrepreneurs are not fueled by ideas alone. They are guided by experience and a deep understanding of the value they can bring.
Final Thought
The most common question in entrepreneurship does not have a clear answer because readiness is not something you feel. It is something you earn. Clarity comes from doing the work. That is what ultimately fuels the confidence to take the leap.
Are you ready?
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