Cierra Fly Bobo is no stranger to the world of entrepreneurship and creativity.Formerly known as the artist FLY Musiq, she has performed on stages in front of thousands, releasing her debut album in 2012.  She is also an author who has written and sold three books over the course of two years.  Since then, she has created FLY Life Inc., an organization for young girls, and has mentored and influenced over 1000 girls in her hometown of College Park,GA. We sat down to talk with her about her journey and what it means for her to be an entrepreneur serving her community. 

When did your entrepreneur journey start? 

In 2011. I was 26 when I decided no longer to do a 9-5 job.  God opened doors doing radio and tv interviews and I got introduced to Sam Collier and his organization, No Losing. I was around all these people who wanted to impact the world and they cut back on teachers like a month into the school year. I was like let me go for it.  It has not been easy;  it’s been extremely hard and has cost me tears and relationships. But it’s also been rewarding, I’ve learned a lot. 

What were you like growing up? 

I grew up in college park and I was very unapologetic. The church always made me feel self-conscious but my mom was always my biggest cheerleader. She was always in my ear telling me to wear whatever I wanted.  She was classy enough to not have me looking crazy. I would wear baggy clothes and my mom would tell me to stop hiding it. She’d be like “naw, put this on.” 

I’m learning more and more to be bold. Fashion is a bridge of influence so I always felt like that was one of my super powers. Little girls will come up to me because my hair is pink. They are drawn to me because of the way I dress. It makes me admire my individuality and authenticity. It takes bravery to have the strength and confidence to be yourself.

What motivates you? 

My biggest motivation is financial freedom as a tool to empower others and myself. It frees your time. It allows you to do things for people and it allows you to do things when and how you want. It frees me up time to empower other people and invest into what I know has value. 

What has it been hardest to overcome? 

My mind is my greatest battle. My mental stability has always been my fight. I have dealt with depression and I have to be a very great steward over what I think about. I meditate on things. I overthink things that I shouldn’t even be thinking about. I have to conquer my mind. 

I’ve evolved through a lot of hard times, tears, pain. It’s been rough. I’m at a place where I love who I’m becoming. I’m more interested in being who I am. I’m more content in being who I am as opposed to trying to strive to be something. Trying to be great in all these roles versus just being. 

I have to do things differently like eating better in order to sustain the call on my life. I lost hair. I had to shave my head bald for a while on the sides and the back. Walking through all of that stuff put life back into its proper perspective. 

I am evolving into a new person. I’m learning to steward what I have. If it grows, great, if not, great. I don’t want to be so caught up that I’m not enjoying my life. I want to enjoy my life. That matters more to me than anything. 

Do you have a personal mantra or mission? 

Just to be me at all times. Me not being me jeopardizes my purpose. My purpose is attached to the real me. If I show up as someone else, I’m messing up and shortchanging the room. There’s only one me. Being myself is a form of worship. When I show up as myself, I am worshipping God because I am aligning with who I was fearfully and wonderfully made to be. 

What is your vision for the next 10 years? 

I want to be an investor; not always for financial return. I’d love to own a lot of real estate. I see myself  investing while June Marie is thriving and growing. I want us to be more innovative by hiring new, fresh minds to take it to another level. 

I hope to see Fly Life impacting girls across the nation while I push the vision as the founder; empowering people through my voice. 

What is your biggest challenge as an entrepreneur? 

My biggest challenge is definitely knowing my value.  I didn’t know how to do business in a sense of what to charge for my services and how to position myself to negotiate deals and not short change myself. I had to learn to position myself in contracts and multiple streams of incomes so I wasn’t depending on one pool. I’ve had to learn how to get several contracts to sustain myself. I didn’t have the financial strategy. I just thought I was going to blow up. You can’t pay your rent and your mortgage on that.

You can visit to learn more about Cierra and her vision to help women be authentically themselves by styling their identity.