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. 

Jono Melamed 

I used to think of myself as pretty risk averse but I’ve learned that most of what looks like risk is actually just an invitation to be playful, to explore and experiment without knowing the outcome. Read More>>

Viorela (Via) Monk

I’ve never considered myself a huge risk-taker. I’m naturally someone who likes to plan ahead, gather information, and make informed decisions. However, one of the biggest lessons I learned about risk came during my time at ParaCore during COVID. During that period, many businesses understandably pulled back on their budget because there was so much uncertainty. Read More>>

Ann Ching

To me, risk means making a choice outside one’s comfort zone, where the prospect of failure is a real possibility. In that sense, I made a risky decision to join the Army, and an equally risky decision to leave the Army before retirement eligibility. Read More>>