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Spin Talk With Dj Undaground

Ray Pinnock, better known as DJ Undaground, didn’t learn DJing in a classroom or a studio. It started in Hartford’s Charter Oak neighborhood, where block parties turned into lessons and the DJs running the turntables controlled the entire atmosphere. Watching that kind of command over a crowd stuck with him early.

Years later, that curiosity turned into a career built on repetition, mentorship, and long nights behind the decks. From learning under DJs like Mike O’Neil, Chris Carpenter, and Reggie Roman to refining his skills in San Diego with DJ Kool T, DJ Dizzy D, and DJ Fingaz, Undaground treated the craft like something that had to be earned.

Thirty years later, the résumé stretches far beyond those early block parties. Weddings, corporate galas, festivals, and mixtape culture have all become part of his lane, along with national recognition as a Rolling Stone America’s Top Hitmaker finalist and a performance during Super Bowl LVII. The settings may change, but the approach stays the same: control the room, respect the music, and never treat the job like background noise.

Straight Official caught up with DJ Undaground to talk about the early influences, the discipline behind the work, and what keeps him pushing forward after three decades in the game.

Beginnings and Early Influence

Who are you, and when did this become more than a hobby?
I’m Ray Pinnock, the world knows me as DJ Undaground. This didn’t start in a studio. It started in Hartford, in the Charter Oak neighborhood. Sneaking out to block parties and watching DJs control the whole neighborhood with two turntables and raw skill. That’s where I caught the bug. I learned from DJ Mike O’Neil early on. Later, we moved to Deltona, where I sharpened my skills under Chris Carpenter and Reggie Roman. Then San Diego changed everything. I leveled up learning from DJ Kool T, DJ Dizzy D, and DJ Fingaz. That’s where the craft became surgical: timing, blends, control, and presence. Those guys? I owe them. That’s when I knew this wasn’t just a hobby. This was destiny.

What inspired you?
Hip-hop culture. Mixtapes. DJs who didn’t just play records, they broke records. The DJ is the backbone. Without the DJ, there is no culture.

Performing during Super Bowl LVII stamped it. But honestly, surviving 30 years in this game with integrity is the real milestone.

Dj Undaground

Style and Energy

How would you describe your style?
Calculated chaos. I can rock a wedding ballroom, flip a corporate gala, then host a mixtape that feels like a street cypher. My sound is hip-hop at the core, but I move through R&B, Afrobeats, Latin, reggae, and open format without losing control of the room. I don’t press play. I command energy.

What separates you from other DJs?
Longevity. Discipline. Respect for the craft. Anybody can download a controller. Everybody can’t control a room for five hours straight and keep it packed. From 2011 to 2026, I’ve stayed recognized as one of Texas’ top wedding and events DJs. That’s not hype. That’s consistency in one of the toughest markets in the country.

Performance & Crowd Control

Are you more of a crowd reader or someone who plans sets?
Both. If it’s a wedding, structure is law. If it’s a mixtape or live set, I read the temperature and adjust like a surgeon.

What’s one record that always moves the crowd?
“Before I Let Go.” When that record drops, generations connect. No debate.

Have you ever had to recover from technical issues during a live set?
Of course. Laptops freeze. Power drops. Cables fail. That’s why professionals have backups for their backups. The crowd should never know that something went wrong.

Career Milestone and Industry Perspective

What has been your biggest milestone so far?
Being named a 2024/2025 America’s Top Hitmaker finalist through Rolling Stone put my production on a national stage. My YouTube productions have also surpassed 500,000 views, showing the sound travels. Performing during Super Bowl LVII stamped it. But honestly, surviving 30 years in this game with integrity is the real milestone.

How do you stay current with music and trends?
I don’t chase trends, I study them. Charts, underground records, producers, and DJs nationwide. I stay plugged in.

If you don’t control your image, somebody else will define it for you

Dj Undaground

What advice would you give to new DJs entering the industry?
Respect the craft. Learn transitions, the business, the contracts, and the sound. Clout fades. Skill doesn’t.

How important is branding in today’s DJ culture?
If you don’t control your image, somebody else will define it for you. Branding matters, but it better matches your skill level.

Equipment and Production

Are you a controller DJ or a turntable purist? What’s your setup?
Turntables built the culture. Today I run a professional controller system with Serato, a backup laptop, wireless microphones, ceremony rigs, subwoofers, uplighting, cold sparks, low fog, full production. I don’t show up light.

What type of events do you specialize in?
Luxury weddings, corporate galas, festivals, mixtapes, and private events. I’ve also performed at the Marine Corps Ball for five consecutive years.I move where the energy is.

Legacy and What’s Next

What legacy do you hope to leave behind?
That DJ Undaground never folded, elevated the wedding space, respected the culture, and helped other DJs level up without ego.

What’s next for you?
Continuing with the Fleet DJs, hosting the Tales From Da Undaground weekly mix show, expanding production collaborations, and growing the brand globally. The movement continues.

Connect With DJ Undaground

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Straight Official Sit Downs: Yaya Diamond

Yaya Diamond

YAYA DIAMOND got the chance to chop it up with @klassikceo for this edition of Straight Official Sit Downs. The vibe was indeed dope and it gave us the opportunity to get to know her better along her journey in music. Check out their one-on-one down below and click here for more episodes of Straight Official Sit Downs!

Q&A WITH YAYA DIAMOND

What is your Name? Tell us where you’re from and what first got you interested in the entertainment industry?

My name is Yaya Diamond. I am from Chicago, Illinois, but I was raised all over the world. My mother was the Queen of Hi-NRG Music, Evelyn Thomas, and she took me with her on her tours since the age of 4. It was inevitable that I would love music as much as she did. 

Who and/or what inspires you to create?

Life, situations, family, friends, environment, take your pick. I am inspired by everything. It is funny sometimes I write the weirdest songs. 

How would you describe your sound?

Soulful. Each sound depends on the mood and situation I am singing about, but I am always soulful in my delivery. 

THE CREATIVE PROCESS

What is your creative process like?

I love to talk into my phone when the words or subject hits me, then I elaborate. Sometimes the lyrics come first, but that is rare with me. I love it when I get a great track and it speaks to me. The way it moves, rises, and falls just takes my breath away. I have always thought “How can a track talk to you?” but I am not the only one who feels this way. 

What artist(s) would you like to collaborate with?

That is a tricky question because I love collaborations. I would love to do a collaboration with Omar Wilson. He and I went through some of the same situations last year and bonded as friends. I would also love to do one with Eric Benet. He gave me a pointer back in the day and I would love to continue that story. As far as a female collaboration, I would love to get with Adele. I think she is fabulous and classy. 

What is one message you would give to your supporters?

I would be dreaming of a career without you. My supporters are the reason I can continue. In life we all have our angles, and my supporters are just that to me, my Angeles. 

Yaya Diamond

LET’S SWITCH GEARS

What is the most talent/skill you have that most people don’t know about?

I love sewing purses and bags. It relaxes me, and I love the solidarity and the composition of it all. 

What would you be doing right now, if you weren’t doing music?

I am a radio and podcaster personality, so I am always doing something. In addition, I am also the Co-CEO of Women to Women TV and the CEO of Red Hot Reality Ent, my label on Sony The Orchard. I keep fairly busy. 

Who are some artists/people you admire and why?

I admire Missy Elliot for her style, Adele for her class, and both for their vocals and musicality. 

Yaya Diamond

WRAPPING IT UP

What is the best advice you’ve been given?

When someone puts you down, or degrades you or your talent, they are trying to bring you down to their level and if you give in, they win. I am competitive and will never let that happen so that was the best advice I have ever received. 

If you could change anything about the industry, what would it be?

Wow!  That is a fire question for sure. There is no money in streaming so I would love it if the music industry had a union for local bands and indie artists. It would make the venues treat everyone fair. Not saying there won’t be hiccups along the way, but this would at least make the venues register and have to pay fair wages to the bands who are, sometimes, still making 100 dollars a night for a 4-hour show, net on that would be around a total of 50 dollars after gas, trave, and food. Tips are very important. 

What’s next for you, where would you like to see yourself in the next year?

On tour singing my original songs and performing my mother’s hit songs as well. There is always a likely progression, but one never knows. 

What is your social media? How can people get in contact with you?

People can reach out to me on my social media pages. For bookings they can contact my manager or PR team. Thank you so much for this interview!!! You guys are amazing.

For Serious Inquiries Only, Please Contact Joe Mason : [email protected]

https://www.facebook.com/yayadiamond/https://www.instagram.com/yayadiamondofficial/https://www.linkedin.com/in/theyayadiamond/

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