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Life & Work with James Ramsey of Jacksonville, FL

Today we’d like to introduce you to James Ramsey.

Hi James, so excited to have you on the platform. So before we get into questions about your work-life, maybe you can bring our readers up to speed on your story and how you got to where you are today?
It all started with my passion for music. Music has always been something I could turn to during hard times. It helped take my mind off what was happening around me and gave me an outlet. Because of that, I’ve always naturally gravitated toward music and comedy.

Over the years, I had several opportunities to work with different artists, whether it was helping with management, giving advice, promoting their music, or just helping them move their careers forward. But in 2020, things became more serious when I started managing my little cousin, CHS SWAVEYY.

That’s when I decided I didn’t just want to help an artist—I wanted to build something. I built Cold Hearted Soldier Entertainment around CHS SWAVEYY and the vision I had for his career. What started as me helping my little cousin pursue his music became the foundation for a record label and something I believe can grow much bigger than either one of us.

For me, Cold Hearted Soldier Entertainment is bigger than just releasing music. It comes from my own connection to music, the way music helped me through difficult times, and my desire to create opportunities for artists who have talent but may not have the resources, guidance, or support to take that talent to the next level.

Would you say it’s been a smooth road, and if not what are some of the biggest challenges you’ve faced along the way?
I wouldn’t say it’s been a smooth road, but I would say everything that happened along the way was necessary. Every turn we took, every bump we hit, and every time something stopped or slowed down the process became a learning experience.

At the time, some of those situations felt like setbacks, but looking back, they were teaching me the business. I learned what worked, what didn’t work, what mistakes not to make twice, and how to maneuver when things don’t go according to plan.

Now that things are starting to grow, I can see why those experiences were important. I’m able to make better decisions because I’ve already been through situations that forced me to learn. We’re still learning and still building, but I’m much more prepared for where we’re headed because of everything it took to get here.

Can you tell our readers more about what you do and what you think sets you apart from others?
My day job is actually pretty different from the entertainment world—I’m a Laser Guided Vehicle Specialist. Outside of that, a lot of people probably know me best from Instagram, where I moonlight as a comedian doing reaction videos. That platform has grown to more than 45,000 followers, and I think a big part of that comes from people connecting with my personality.

More recently, I’ve been putting that same energy into building Cold Hearted Soldier Entertainment. I manage a very talented artist, CHS SWAVEYY, who has continued to show across multiple platforms that he has the potential to be a star. Watching his career and the label grow right in front of me has made this whole journey even more exciting.

If I had to say what my specialty is, I’d probably say people. I know how to connect with people, and people tend to gravitate toward my personality. Over time, I realized that connection carries over into the things I believe in, promote, and put my name behind.

That’s becoming one of my biggest strengths in entertainment. I’m not trying to be somebody I’m not. I’m taking the personality, relationships, audience, and trust I’ve already built and using those things to help build something bigger—with CHS SWAVEYY and Cold Hearted Soldier Entertainment.

If we knew you growing up, how would we have described you?
That fits naturally into the childhood section, especially because it helps explain your cultural and geographic background. I’d work it in like this:

Growing up on St. Simons Island, Georgia, I would describe myself as the outspoken, shy kid. I know that sounds like a contradiction, but it makes sense for me. I didn’t necessarily like being in crowds I couldn’t control, but if I was telling jokes and making people laugh, I loved the attention.

St. Simons is home, but my roots also extend farther south. My grandmother was from North Florida, so I grew up with that connection to Florida as well. And being from coastal Georgia, Jacksonville was always right there. That proximity gave me a natural connection to Jacksonville and North Florida, while still being firmly rooted in St. Simons Island and the Brunswick/Glynn County area.

I was definitely the class clown. Most of my teachers eventually moved my desk right to the front of the classroom because I talked too much. Looking back, that was probably a terrible idea because putting me closer to the teacher definitely didn’t stop me from talking. Now, all these years later, I’m still talking—except now people are liking, sharing, and commenting on it online.

Growing up, I watched ComicView, and I watched music videos constantly. Comedy and music were a huge part of my life. They were more than entertainment—they were an escape. When things were difficult around us, comedy and music were two of the things that could mentally get us over the hump.

There was another side of me, too. I was always good with my hands. I could fix things, take things apart, figure out how they worked, and repair them. Being the only male living in my house, I naturally became the person who had to figure certain things out.

Looking at my life now, it all connects. The kid from St. Simons who couldn’t stop talking eventually found an audience through comedy. The kid who grew up watching music videos eventually built a record label. And the kid who was always figuring out how to fix things grew up to make a career out of troubleshooting complex equipment.

Different worlds, but the skill underneath all of them has always been the same: I know how to figure things out, I know how to connect with people, and I know how to make something out of what’s in front of me.

Contact Info:

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