By far, the topic that comes up most in our conversations with entrepreneurs and creatives is risk. We’ve had conversations about risks that worked out and risks that did not. We’ve seen eyes light eye sharing about career-trajectory changing risks as well as folks sigh about the risks they wish they had taken. Below, we’ve selected and shared some of those thoughtful conversations.

Alejandry Rohena

I don’t approach risk emotionally, and I don’t romanticize it. In business, risk is a calculated decision based on timing, positioning, and execution. I started in aircraft detailing, a highly technical industry where standards are strict and inconsistency is not tolerated. Read more>>

Dani Mako

I think risk can be one of the most empowering things in life. A lot of times we get stuck behind fear and choose to stay where we are because it feels safer, but then we end up living a life we don’t truly love. Read more>>

Sequoah Lloyd

I’ve learned that meaningful growth comes from calculated risk. Throughout my career, I’ve consistently stepped into unfamiliar challenges, from leading enterprise technology initiatives to launching my own business and pursuing advanced education while working full-time. I don’t take risks for the sake of it; I evaluate the potential impact, prepare thoroughly, and commit. Read more>>

John David Harris

I’ve always believed that life is about risk. If you’re not willing to take chances, you’re almost certainly limiting your opportunities for success. Every meaningful thing I’ve achieved—in my career and in life—has come with some level of uncertainty. Making an independent feature film is the opposite of the safe path. When I wrote HOSTAGE, there was no guarantee anyone would ever see it. Read more>>

Remy Remolien

Risk is a key component when it comes to business , its like creating your own opportunity and it plays a big role in my day to day life , it was risky quitting 2 stable jobs to open a business that I had no idea was going to work. Now it all pay off Read more>>