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Grow Your Business
November 19, 2025
Graphic featuring the title “Building through ‘NO’” in bold text on a red and white background, with Ryan Wilson’s name displayed in the lower-left corner. The background shows a blurred office setting.

Building through “No”: What rejection teaches you about risk and resilience

Guest blogger

 | 

Entrepreneur

By:
Ryan Wilson

Reviewed by: Sean Drumm

Share Article:

Any opinions, views, findings, conclusions, or recommendations expressed in this publication are those of the author(s) and do not necessarily reflect the views and policies of Hiscox.


When I was raising capital to launch The Gathering Spot, the most consistent thing I heard was the word no.

Ninety-seven times, in fact, before someone finally said yes. 

That number sticks with me. Not just because of how frustrating those rejections were—and believe me, they were—but because of what I learned through them. Each no carried something valuable. The biggest lesson was that sometimes, no is the strongest confirmation that you are heading in the right direction.

If you are building something disruptive, something that challenges the way things have always been done, then it should not be easily understood. You have likely spent months or even years immersed in your idea. To someone hearing it for the first time, their no often has less to do with your vision and more to do with their unfamiliarity or discomfort with change.

That does not mean your idea is flawed. It means you are asking someone to see a future they have not imagined yet. Rejection in these moments is not always personal. It is part of the process of doing something new. I have come to understand that no is often a natural response to innovation. Think about the companies that have redefined the world we live in. Twenty years ago, the idea of a stranger picking you up in their personal car? No. Sleeping in someone’s home while you travel? Absolutely not. Working full time with no physical office? That’s never going to work. Until it does. Innovation always sounds a little off at first. That is what makes it hard to fund and hard to explain. But that is also what makes it worth pursuing.

Back then, each rejection stung. There were days when it felt like the door would never open. But I also learned something important. Every time someone turned us down, I asked a simple question. Can you connect me with someone else who might be interested? More often than not, that next person said no too. But occasionally, they did not. Those new conversations, sparked by rejection, became the path to opportunity. I learned to treat no as a signal, not a stop sign. It meant keep moving, keep refining, and keep connecting.

It was through those conversations that we finally secured our first yes. That yes led to another. Eventually, The Gathering Spot became a reality. It became a place where community, creativity, and commerce could meet, grow, and thrive. Looking back, I understand now that rejection is not the end of the road. It is the beginning of refinement. It forces you to sharpen your thinking, to listen more closely, and to develop a kind of resilience that cannot be faked. That muscle, built by moving through rejection, has served me just as much, if not more, than any yes ever could.

That kind of resilience is what every entrepreneur needs. The real risk in entrepreneurship is not just financial. It is emotional. It is waking up and choosing to keep going when no one else sees it yet. It is staying committed to your vision when there is no immediate validation. It is holding on to belief when belief feels like the only thing you have.

Because when that first yes finally comes, it means something. It affirms not just your idea but the persistence that brought it to life. It is a signal that all those no responses were not barriers. They were the steps.

I share this not because rejection is unique to me but because it is universal to anyone building something new. Every entrepreneur, every creative, every founder knows what it feels like to be told no. If you are in that stage, still pitching, still dreaming, still getting told no, keep going. Keep asking the next question. Keep refining the vision. Keep believing in the thing that will not let you go.

Eventually, someone will say yes. When they do, you will be ready. Not because you avoided rejection, but because you worked through it. That is where real momentum begins. That is when your vision becomes real.  


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