We recently connected with Dorica and have shared our conversation below.

Dorica, thanks for joining us, excited to have you contributing your stories and insights. It’s always helpful to hear about times when someone’s had to take a risk – how did they think through the decision, why did they take the risk, and what ended up happening. We’d love to hear about a risk you’ve taken.

One of the biggest risks I’ve taken was quitting my barista job at Starbucks to fully pursue my creative path. It wasn’t just about leaving a job; it was about stepping away from security and into the unknown—where success wasn’t guaranteed, but freedom was calling.

I transferred my barista job when I first moved to New York City from Ohio. It gave me stability, paid my bills, and provided a sense of security in a city that could otherwise feel overwhelming. For a while, I found pride and gratitude in that—especially because my transfer was delayed by three months. In the meantime, the only income I had was from UberEats… on foot… in January. Yeah, it was rough. I only had a pair of off-brand Uggs, too. And for some reason, New York’s cold in January feels like a different kind of disrespect.

Eventually, I had a steady paycheck. Life was comfortable. But deep down, I knew I wasn’t meant to spend my time behind a counter.

The turning point came when I started receiving paid freelance gigs. My network was growing, and my creativity, acts of service, and social media management work were proving I had valuable skills outside of food service. And most importantly—I was exhausted. Every shift felt like it was taking time away from what I actually wanted to be doing. My body was tired, my mind was cluttered, and my soul was restless. I wanted more, but fear held me back. What if I couldn’t replace my income fast enough? What if I failed? What if I regretted it?

Then, I made the decision. I wasn’t going to let fear keep me stagnant. If I didn’t make it work, I’d have to start over. But I also knew that staying would mean stalling my freedom to explore and live out my dreams indefinitely.

And in summary? I failed. The first time I left corporate America? Didn’t stick. Second time? Same. Third time? Whew. I think I’m on my fourth and final exit now. Lord willin’.

But looking back, I can say this: it was worth it. The risk forced me to be resourceful, to trust my talents, and to step into the person I was meant to be. There are still challenges, but I wake up every day knowing I’m building something real for myself. I’m no longer just someone people recognize for making great coffee—I’m someone people recognize for my creativity, my voice, my vision.

And that’s a life I’d take a thousand risks for.

As always, we appreciate you sharing your insights and we’ve got a few more questions for you, but before we get to all of that can you take a minute to introduce yourself and give our readers some of your back background and context?

I’m a creative entrepreneur, content creator, and music artist dedicated to inspiring and empowering people—especially aspiring trailblazers—through storytelling, being myself at the functions, music, and social media. My journey started with a deep love for music, creativity and connection, and over time, I’ve built a brand that blends authenticity, community, transparency, and innovation.

I got into my industry by betting on myself. I grew up in the midwest and started artist development when I was 12 years old, but I been in the booth since age 6. After moving to New York from Ohio, I worked as a barista while building my creative career on the side. I eventually transitioned into freelance work, offering social media management, content creation, and creative consulting. I’ve grown brands from scratch, expanded audiences, and helped people and businesses communicate their stories effectively. Beyond that, I create music, YouTube content, and digital experiences that inspire people to pursue their dreams without limits.

What sets me apart is my ability to blend strategy with authenticity. I don’t just create content—I craft experiences that resonate. Whether it’s through my music, my videos, or my social media expertise, I make sure everything I put out is impactful, relatable, and inspiring.

I’m most proud of my ability to pivot, take risks, and build something from nothing. I’ve grown social media accounts from 135 to almost 10,000 followers, built a community of like-minded creatives, and turned my passions into a sustainable career.

For anyone considering working with me, subscribing to my content, or following my journey, I want them to know that I’m here to create real things. I don’t chase trends—I build meaningful connections and help others do the same. If you’re looking for someone who understands storytelling, digital strategy, and creative empowerment, I’m that person. And if you’re chasing a dream? Stick around—because I’m living proof that it’s possible.

What’s a lesson you had to unlearn and what’s the backstory?

A lesson I had to unlearn was the idea that being too real or too different wouldn’t get me where I wanted to go fast enough. I used to think I had to fit into a certain mold to be a superstar. I worried that if I didn’t present myself in a polished, “marketable” way, I wouldn’t be taken seriously. But I was wrong.

Seeing people blow up by following trends, playing it safe, or curating a version of themselves seemed “sellable.” Meanwhile, I was struggling to gain traction because I wasn’t fully expressing myself in the digital realm for supporters and stalkers to get to know me. But as I kept creating—whether it was my music, client social media work, or my content—I realized something: the more natural and authentic I was, the better the response. People connected with the real me, not the baddie aesthetic I thought they needed from me. I’m still a baddie, and I wear makeup here and there, but the point I’m making is, my intentions for looking this good won’t be due to people pleasing. Who you looking good for? Myself.

Over time, I saw that authenticity does pay off—when it’s backed by consistency and confidence. The more I leaned into my unique perspective, the more opportunities, engagement, and genuine community I attracted. I had to unlearn the fear that being myself wasn’t enough. Now, I know it’s my greatest asset.

Is there something you think non-creatives will struggle to understand about your journey as a creative? Maybe you can provide some insight – you never know who might benefit from the enlightenment.

Something I think non-creatives often struggle to understand about my journey is the why—why I would choose an unpredictable path with no financial safety net, why I’d walk away from stability, and how I keep going despite the uncertainty.

The truth is, creativity isn’t just what I do—it’s who I am. It’s not about chasing fame or money at any cost. It’s about building something real, something meaningful, on my own terms. I refuse to sell my dignity or compromise my values just to “make it.” And while financial security is important, I also know that true success isn’t just about income—it’s about impact, fulfillment, and living a life that aligns with who I truly am.

What many people don’t see is the level of strategy, resilience, and sacrifice that goes into this journey. It’s not about blindly taking risks; it’s about calculated leaps of faith. It’s about trusting my skills, learning from setbacks, and constantly adapting. There’s no blueprint, no guarantees—but I’d rather build something of my own than settle for a life that doesn’t feel fulfilling to me.

So, to anyone who doesn’t understand why creatives take this path—it’s because we see something worth building, even before it exists. And how do we do it? With faith, consistency, a lil delusion and an unwavering commitment to our vision—while sailing our souls in the process.

Contact Info:

• Website: www.dorica.squarespace.com
• Instagram: @dorica.online
• Linkedin: Dorica Benson
• Twitter: @itsdorica
• Youtube: @doricaonline
• Soundcloud: Dorica
• Other: TikTok @itsdorica
  Pinterest @behindthemusicseen