Risky Business
Risk is all around us. It shows up in our careers, our relationships, our choices, and even in the quiet moments when we wonder what might happen if we step outside of our comfort zone. For some, the very word “risk” brings up fear. For others, it sparks excitement. For most of us, it is a mix of both.
At a most recent Fearless COFFEE CHAT social, we gathered as a small circle of risk takers to explore how uncertainty can actually be a path to growth. We swapped stories, asked bold questions, and reminded each other of something important: without risk, there is no reward.
Why Risk Matters
Here are three truths that stood out in our conversation:
- Risk is unavoidable. It is part of the human experience, whether we like it or not.
- Risk fuels growth. Research shows that stepping into uncertainty builds resilience, leadership, and self-actualization.
- No risk, no reward. Calculated risks open doors, both personally and professionally.
Think back to your own journey. What risk - big or small - changed your trajectory? Maybe it was applying for a new job, starting a business, speaking up in a difficult meeting, or moving to a new city. Often, those pivotal choices felt scary in the moment but became turning points in hindsight.
Rethinking Risk
One of the most helpful takeaways from our discussion was the idea that risk does not have to be reckless. Smart, courageous risks are intentional. They are guided by purpose, balanced by preparation, and supported by community.
Here are a few practical ways to reframe your relationship with risk:
- Redefine risk as opportunity.
Instead of focusing on what you might lose, ask what doors could open.
- Start small.
Practice by speaking up in a meeting, testing a new idea, or reaching out to a potential collaborator.
- Balance head and heart.
Do your research and trust your gut. Both perspectives matter.
- Know your why.
A strong purpose turns fear into courage.
- Build a safety net.
Have a Plan B, and lean on trusted advisors.
- Expect failure.
Not every risk will work out, but each one teaches you something valuable.
- Find your people.
Courage is contagious when you surround yourself with others who celebrate effort, not just results.
Which of these resonates most with you?
Questions for Reflection
If you are ready to explore risk in your own life and leadership, here are a few questions to sit with:
- Looking back, what risk opened a new door for you?
- Looking ahead, what risk are you grappling with that might make all the difference?
- How does risk show up in your leadership, your relationships, your daily choices?
- What would it look like to treat risk as a friend rather than a foe?
Sometimes the most powerful thing you can do is start a conversation. At your next networking event or coffee meeting, try asking: “I’m curious - when you look back, what’s a risk that opened a new door for you?” You might be surprised at the stories you hear.
Final Thoughts
Growth always requires some degree of uncertainty. Whether you are launching a new project, stepping into leadership, or navigating a life transition, risk is part of the process. You can resist it, or you can embrace it with courage, clarity, and intention.
As author Gail Sheehy wrote, “Growth demands a temporary surrender of security.”
And Jim Rohn reminded us, “If you are not willing to risk the unusual, you will have to settle for the ordinary.”
So, what risks are calling you forward right now? And which ones might just open the next big door in your life?
I say, feel the free and take the risk anyway!








