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.

Rick + Brandy McLain | Architects + Entrepreneurs

Being a business owner isn’t for everyone. You’ve got to be willing to take risks. To us, a risk often looks like an opportunity! When we started Modern House Numbers, Brandy made the hard choice to leave her role in planning and architecture to take the reins of the operation. When she did, it created the flexibility to create and grow a company that consistently reflects our values. The decision to follow our passion and take the chance to start our own company is one of the best and most fulfilling decisions we’ve made. Read more>>

Randy Davison | Actor and Voice-over Artist

As an actor, the word risk is ingrained in my psyche. I’ve always had my foot in the entertainment industry, doing Theatre, improv, commercials and voiceovers., but about 10 years ago, I took the plunge and left my job as a casino manager to pursue acting full time. Risky or just plain cuckoo…you decide. Either way, it was the best decision I ever made. There is nothing I’d rather do. In a field with so much competition, actors who take risks in their auditions and as artists are the ones who stand out. Read more>> 

Nataly Manary | Painting and Vino Art Instructor and Event Coordinator

I have always played around with the idea of risk taking. There are so many different versions of it, whether you are taking a risk in doing a crazy stunt or putting your heart at risk when confessing your love to someone! My belief is that there is no way to move forward and break barriers in your life without taking risks. We can take the safe route in life by sticking to routines and being stubbornly comfortable in the unhealthy habits we repeat. Read more>>

Nicole Aguiar | Pro Makeup Artist and Educator

Risk is essential to career advancement, its just how much and when- is the factor that can cost us or excel us. I’ve learned that anyone that seems inauthentic or ego driven will always sink themselves. We have to take calculated risks so there is some actual backing to them and we feel good about our choices regardless. We must stay humble throughout these experiences and not be harshly critical of ourselves when they do not work out. There is always a rise after a fall, its just the nature of polarity. Read more>>

Brenda McDermott | Creative Jewelry Design, Owner of Rei of Light Jewelry

It’s funny, I never saw myself as a risk taker as I like to be in control and know have a solid plan, but I guess if I look back, I have taken my fair share of risks in life. It comes down to a belief that you have to just JUMP, CLOSE YOUR EYES AND LEAP, trusting that you will land on your feet and then never look back. Always stay focused ahead on your goal. Read more>>