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Rising Stars: Meet Kyle Reid of Brickell

Today we’d like to introduce you to Kyle Reid.

Hi Kyle, we’d love for you to start by introducing yourself.
I drove 22 hours straight from Toronto to Miami with nothing but my car, my faith, and a vision.

No family waiting here. No friends. No safety net. Just me. I came to a city I had never lived in before because I believed I could create my dream life..

I grew up between cultures. Toronto shaped me, but my Jamaican roots gave me my rhythm, my edge, and my sense of style. That mix made me versatile. I was a DJ, a graphic designer, a photographer, a videographer, a manager, and a strategist. I learned how to build from the ground up by wearing every hat and mastering every piece of the process.

Miami tested me. I had to start over, rebuild my life, and find my place in a city that moves fast and doesn’t wait for anyone. The road wasn’t easy. I faced setbacks, long nights, empty pockets, and moments where I could have walked away. But I didn’t. Perseverance became my fuel.

Along the way I made a choice that changed everything. I got sober. I rebuilt my body. I learned patience and discipline. And in the process, I discovered that my work was not just about creating parties. It was about creating spaces where people could feel alive, seen, and connected. Spaces where strangers could come together and feel like family, even if only for a night.

That’s how Heart of the Oak was born. It is more than hospitality, more than nightlife. It is storytelling through experiences. People come for the music, the vibe, the energy. But they leave with something deeper, a memory that stays with them, a sense of belonging that they did not expect.

I have been in Miami for just two and a half years, and every step has been intentional. From nothing, I’ve built a community and a brand that is now shaping culture in this city. I am not chasing moments. I am building a legacy.

I’m sure it wasn’t obstacle-free, but would you say the journey has been fairly smooth so far?
It has not been smooth. The hardest moment of my life was losing my mom and that shifted everything for me. I had to start over to save myself. I had to make choices that meant walking away from things that looked stable on the outside but were breaking me on the inside. I sacrificed relationships, comfort, and even my own sense of certainty just to push toward something bigger. There were nights I questioned if I was even on the right path. But those struggles gave me resilience. They forced me to dig deeper, to keep building even when it felt like nothing was working. Looking back, those tough moments shaped me more than the wins ever could.

As you know, we’re big fans of you and your work. For our readers who might not be as familiar what can you tell them about what you do?
I create experiences. My work sits at the intersection of hospitality, culture, and music. I specialize in taking spaces and transforming them into something people talk about long after they leave. I am known for building communities around these experiences, events that feel like they have energy, intention, and soul. What sets me apart is that I do not just throw parties. I build environments that feel like cultural moments, places where people feel part of something bigger. I am most proud of being able to bring people together who might not have ever crossed paths otherwise. Whether it is through a rooftop series, a supper club, or a pop up around the world, the work always comes back to connection.

We all have a different way of looking at and defining success. How do you define success?
To me, success is leadership. It is the ability to inspire people to see a vision that does not exist yet and then build it into reality. It is not just about creating events, it is about shaping culture, setting standards, and creating spaces people did not even know they needed until they experienced them.

Success is when people trust your voice, when your work brings communities together, and when your influence carries weight beyond the moment. It is being able to open doors for others, to give them opportunities, and to show them by example that you can create your own lane and own it.

The money and recognition come, but real success is impact. It is being a cultural architect. It is building platforms that elevate people, brands, and ideas. And it is knowing that years from now, people will look back and see the blueprint you left behind not only for Miami but for the industry as a whole.

That is how I define success.

Contact Info:

Image Credits
@content_by_chris

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