We asked some of the most interesting folks in the community to open up about how they think about taking chances and the role risk has played in their lives and careers. Risk is by far the topic folks talk to us most about and we hope the responses below will help shed light on many different perspectives.

Iann Ivy | Destination Photographer & Author

Taking a risk is taking a bet on yourself. After I finished my Master’s degree program in the UK, I came back to my hometown, pretty broke, and quickly was figuring out how to move back to San Francisco. Day after day I looked for jobs and this was in a time when startups were booming. I luckily found a job posted on a startup job board and drove to San Francisco (4 hour drive) for the interview. It was really nerve-wrecking but I figured if I didn’t try, I wouldn’t be able to move back to the city. With a little luck and preparation, I got the job offer but had no money or place to stay yet. Read more>>

Libby Bell | Cookie Shop Owner

If you ask anyone who knows me well, they will tell you I am an impulsive person. You could probably ask someone who doesn’t know me well and they will guess the same. One can tell by my outgoing demeanor that I may be more likely than others to jump without hesitation- many outgoing people give this impression. We seem to speak and act without thinking, fully embracing the now and just being. I love to leap without looking, to jump and feel the wind on my face, excitement rushing through my veins…it’s way more fun that way. If not, I get bogged down with too many decisions and paralyzed with fear, thus not doing anything at all. So instead… I just jump! Read more>>

Mike Sill | CEO & Co-founder of Sunday Scaries

I have an extreme risk tolerance. When entering the CBD industry in 2017, my mom thought that the DEA was going to kick in my front door. Back then there was still confusion on whether or not the compound was a Schedule 1 narcotic or not. The 2014 Farm Bill (which legitimized the hemp industry) was in effect, but to say that the industry fell within a “gray area” would be an understatement. Read more>>

Amy Ambroult | Jeweler & Jewelry Instructor

I have always had a complicated relationship with risk (who doesn’t?). Risk brings up fear, dread, and worry, but in another light, risk feels not only necessary, but even exciting. Finding the sweet spot in that duality is the challenge. There is so much inherent risk in having your own business, from the decision to go out on your own, to each and every choice you make concerning your business. And, as a person with an art-based business, there are further risks to be weighed in the actual work itself. I often find myself wondering if a new direction I’m taking my work will be understood, and if my audience/customers will not only find it beautiful but also be able to connect to it. Read more>>

Blythe Vermilion | Singer/Songwriter

I think risk taking is vital for the survival of ones dream. We tend to be complacent where we are in life most of the time. And even if we aren’t complacent and we’re feeling restless about where we are, it’s very human to Protect ourselves from the pain of change and sacrifice by staying in what I like to call “ Analysis paralysis“. We are crippled by our fears and therefore we limit ourselves from being the best version we can be if we just take the leap. As for what role risk taking has played for me; Read more>>