Risk is the most common topic that comes up in our conversations with entrepreneurs and so each week we ask entrepreneurs to talk to us on the record about how they think about risk.

Aaron Turpeau, Ph.D. | The Black Love Doctor

“”To the risk takers go the spoils!” In my career I took the risk of going out on my own and starting my own practice as a counselor. It was a big step for me. I worked as an employee for years and started my practice as a side hustle, but I was scared to go full time because I valued job security and did not want to risk losing a regular paycheck. I was expressing this to a cousin of mine who had a full time landscaping business. As I was expressing this fear of not having job security to him, he looked at me like I was crazy and said “Job Security? If you work for someone else, There is no job security.” This simple statement hit me hard. He need say no more. I was in total agreement. I believe that time equals life and if an employer controls my time, he also controls my life. So I eventually quit my job and went full time. Read more>>

Katie Causey | Actor & Acting Coach

I think within certain career fields what we think of as “risk” is actually just advocating for yourself. Asking for the job you want, or the raise you deserve, or the support you need is not risky behavior. It’s necessary. As the next level of my career unfolds I am trying to give myself permission to ask for what I need to achieve my goals. If I don’t advocate for myself, no one else will. If I don’t ask for what I need, no one will know I need it. I’m also a big fan of the strategy, do first, ask for forgiveness later. The entertainment industry is nebulous. It has rules, but those rules are moot the second you do something outside of them that is worthwhile. So if I feel the impulse to shake up my audition, or try a new tactic while I’m coaching I’m going to follow that impulse. And honestly, most of my bookings have come out of the auditions where I followed my gut. Read more>>

Gabi Lee | Small Business Owner & Creative Director

Risks are crucial to a creative business. Everything has been done and competition is a beast. A business worth starting has to offer something new and if it’s new, it’s likely a risk. Risk has generally paid off in my career endeavors and the boldness to lean into my difference has become a necessary discomfort for success. I have learned that it must be paired with patience. Risky moves won’t be immediately understood or instantly profitable. They require foresight and perseverance. Read more>>

Caitlyn Proco | Certified Life Coach

To me, the first step of taking a risk is allowing yourself to get comfortable feeling uncomfortable. Processing a potential risk is going to bring up every doubt in your mind – as your brain is trained to give you evidence for whatever it is you’re looking for. If you allow yourself to feel discomfort, you are then one step closer to discovering what is waiting for you outside of your comfort zone. This mindset is what drove my life the last five years. After graduating with my BA in Psychology in 2015, I moved to Aspen, CO to New Zealand to Spain. Was I nervous before each move? Absolutely. Did I calculate potential risks? Of course. Would I change a thing? Not one. You see, risks come in all shapes and sizes and mine came in the act of moving my entire life to new places with no familiar faces. I was choosing to be uncomfortable because I knew growth would happen there. Read more>>

Savannah & Greg Herr | Adventurous Wedding Photographers

We embrace risk when it presents itself as taking risks has led us to where we are today. From moving in together across borders three months after meeting, to us both going full-time as self-employed wedding photographers just a couple years later. There are endless risks we’ve taken, but wouldn’t be doing what we love everyday together if we had played it safe! Read more>>

Vale Wiley | Fashion & Interiors Boutique Owner

Taking a risk is worth it every. single. time. I truly think the chance at success outweighs the scariness that comes with risk. There are pros and cons in every situation, of course, but risking it all to seize an opportunity is better than wondering “what if?” later on. My entire adult life so far has been built on risk – moving here or there, going to college, choosing to drop out, deciding to go back, applying for jobs, quitting jobs, chasing opportunities… it was all a risk. I jumpstarted my own career after I took my biggest risk I could imagine, which was dropping the stability, leaving the comfortable and pouring my heart, soul, and all I had in my bank account into my dream. Even though the fear was there, I risked it! And now I have my dream job, my own business, and I eventually did get that degree 😉 So, I think that risk is just an unavoidable part of decision making and life in general! Read more>>

Gwen Narcisse | Spice Blend Creator

Risk taking is always an interesting topic for me. I have never been afraid of taking risks when I can see a clear path or have an idea in mind for my end goal. Now having said that things happen always worked out the way I had planned or envisioned them going. There have been many victories and failures. Without taking risks I would have not had the opportunity to learn from challenges and experience successes. Read more>>

Sabiine | Singer-Songwriter & Musician

I think purposeful risk taking is key. Taking risks that are aligned with our goals can unlock unforeseen opportunities and reassure our confidence to follow our passion. Even when when risk taking doesn’t work out, we can use it as a learning experience and make adjustments to our strategy. A few years ago. I took a big risk in when I decided to leave my senior year of college to pursue music full time. I had invested so much time and energy in to my school work and I was so close to graduating! But I was so unfulfilled, burnt out, and dispassionate about the work I was doing there. I decided I wanted to leave and really give this music thing a go. I knew I wouldn’t have forever to chase my dreams as a musician and that I could always go back to school later. I left school with no plans whatsoever about how I would approach my new career in music. I had tons of anxiety and felt lost for a long time. Read more>>

Racquel McGee | Owner & Cleaning Specialist

Racquel McGee of Spotless Detroit Risk Taking: How do you think about risk, what role has taking risks played in your life/career? When I hear the word “risk,” I equate that with taking a leap out on faith. It is part of what you need when taking a chance on yourself…faith and the actual act. For years I’ve battled with trying to find my passion until one day it finally came to me. I was visiting a friend’s house (that had recently purchased his home), to do my laundry. He had stepped out for a few and while there, I noticed it wasn’t quite tidy. So I literally, with no effort, cleaned and organized that house from top to bottom. Could not help myself what so ever. He came back and was like, “Wow, should I pay you?” I said no, but this just sparked my interest in turning this into a business. Who would’ve thought cleanliness would be my passion?! “Aha” moments came left and right, just realizing that ever since I was a child I’ve always been neat, a low-key germaphobe and enjoyed being organized. Read more>>

Jasmine Baugus | Personal Trainer

To me, in order to be successful or go to the next level in your life, you must take risks. Meaning you must have faith that everything will work out in your favor and if it doesn’t it’s okay. It now becomes apart of your story. The role that risk has played in my life is investing money time and effort into my brand. Getting uncomfortable not knowing what the other side may look like, but still taking that jump. The biggest risk I have taken is moving from my hometown Killeen to a new city Dallas. If I didn’t take that risk I wouldn’t be where I am today. My brand wouldn’t have grown this big if I didn’t take that risk. Read more>>

Naomi The Goddess | Healer

In life, we tend to think that everything moves so slowly. Always hoping to get older or waiting for the next moment to reveal itself to us. Never truly basking in the moment that lies right before our eyes. Taking the risks needed in the moment can be difficult but when God gives you the vision it will be a shame not to take it. Everyday is a new lesson a new way of overcoming old struggles and creating strategies for success. Risk and Failure are pivotal tools for finding your purpose in your work and figuring out what works best for you. There is no one way to get to the goal but there is a specific way that works in harmony just for you. Isn’t that spectacular? Read more>>

Lauren Alleyne | Jewelry Designer

I think overcoming the fear of the unknown and taking risks is extremely important when it comes to achieving your goals. Opportunities tend to appear at the end of your comfort zone. When I first started Lauren Alleyne Jewelry, I had no idea that I would be where I am now. I had goals when I first started, but with any business you create there is never a guarantee. I think what helped me persevere was the fact that I loved what I was doing, regardless of where it would take me. Taking risks is a lot easier when you’re passionate about your business. At the end of the day, you will never know what you can achieve until you at least try! Read more>>

Nick LaPinta | Tattoo Artist & Piercer

Oh man, I could talk on this topic forever! In my eyes, risk is the most important part of any great decision you’ll ever make! May 2016, my wife (ex-wife now) made the decision to move from a small town of 400 people in NW Ohio to Atlanta, GA to start our own business, a tattoo shop. Believe you, me… We heard from friends, family, and acquaintances a million reasons why we shouldn’t move to Atlanta or open the shop. Excuses all the way from the crime, what if you fail, all the responsibilities fall on you, the cost of living, how will a tattoo shop make you successful, you can make just as much money here in Ohio… lol, and god knows what else we heard. I chose to ignore a lot of it. But with all that negative attitude and bad vibes, that was only more fuel to my fire to make my move and get out of there happen. Read more>>

Tiera Dashae | Actress & Writer

You have to take risk if you want the opportunity to propel your career forward. Even if it doesn’t work out as planned, the fact that you did it will move you closer to your goals. Two years ago I decided to produce a web series I wrote called “The Undergrads” which is currently on Youtube. I paid for the whole shoot out-of-pocket which was really rough, but in the end I was able to put out a body of work that not only showcased my talents, but my friends as well. I’ve been able to use my show to get other acting jobs, a new agent, and I learned a lot when it comes to managing a set. I’m glad I decided to take a leap of faith and put myself out there more. Read more>>