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.

Siera Capesius | Personal Training Studio Owner, Trainer & Nutritionist

Taking risks has always been a calculated endeavor for me; I am not one to act spontaneously. However, opening my own business stands out as one of the most significant risks I have ever undertaken. At 27 years old, I made the decision to establish my own personal training studio. In hindsight, I attribute my willingness to take this leap to a certain degree of ignorance. There is truly no preparation for the challenges and triumphs that come with starting a business. Nevertheless, this experience has taught me the importance of mental resilience and has shown me that I am capable of navigating challenges that many may find daunting. Read more>>

Ryan Borgman | Videographer/Editor

Risk taking is the number one reason I am where I am today in business and personally. Being willing to step out of my comfort zone, I achieved growth that wouldn’t have been possible otherwise. It took me years to realize that if I faced my fears head on, I could break through any beariers that stood in my way. For me, not thinking about risk too much is the key. I knew I had talent in my career but overthinking would keep me from my goals. I learned that taking risks and making mistakes has been the best way to learn and become successful. Read more>>

Michelle Sellgren | Real Estate Agent & Investor

Taking risks is really the spice of life! How boring it would be to always stick to the safe, tried and true. In my adult career life, I have had regular jobs with regular paychecks. One of my favorites was working for a television station as their Marketing Assistant. Even though the job was fine, I longed to do something more of my own making. Read more>>

Piper | Artist/ Author/ American Ink$linger

If you want to live an extraordinary life, you have to take risks and be willing to make mistakes, which I’ve made a lot of. I’ve always had to learn things the hard way it seems, but at least I know exactly how hot the stove is. Read more>>