Nobody:
Me:
Recently, I found myself unable to sleep in the wee hours of the morning. It’s usually at this moment, I grab my phone and start scrolling on social media. More times than not, occupying my mind with frivolous, yet entertaining content. After having my fix of social media, I then turn on YouTube. And I watch until my wife says “turn that down baby.” But what she actually mean is “turn that off baby.”
This time though, I found myself sitting in my office space, at my computer. Hands on the home row keys “asdf jkl;”. I wanted to write something. I wanted to engage someone. My mind works in that manner. I’m always thinking and wanting to engage. Oftentimes I want to engage in more than superficial conversation. Then there are other times when I just want to kick the “willie bo bo.” This was a time where I just wanted to kick the “willie bo bo.” At 3am in the morning.
But who can I willingly engage at 3am in the morning. Who’s going to answer my call at this hour? And be a willing participant of my foolishness? That’s when I had an “aha moment.” Let me engage ChatGPT and ask it some questions that’s “apparently” on my restless mind. I got some Hip Hop related questions that I want to ask about. At 3am in the morning. When I should clearly be asleep. Don’t judge me. Please.
Not to digress, but to put in context. I was introduced to ChatGPT last school year. One of my professional peers was a strong advocate for the use of the service. She would regularly encourage her team to use the resource. Initially, I was completely against the idea. It felt like cheating. Then I used it. Admittedly, against my own will, at first. What I learned is if used appropriately, ChatGPT is a tremendous resource.
Now many will ask the question, “is it a reliable source”? Can we depend on its output? Both very valid questions.
Let me share with you the three questions I asked. I will also share its responses. Then you decide if it’s a reliable source or not. Based on how you’d respond. Granted, I didn’t ask it anything serious. Nothing life changing or impactful. I asked it sh!t probably nobody else in the world would care to know. Especially at 3am in the morning, when I should be asleep. With that being said…
First question I asked ChatGPT during the wee hours of the morning when I was unable to sleep:
If you could only choose one rapper, who would you say is the epitome of the culture?
ChatGPT: If I could only choose one rapper as the epitome of Hip Hop culture, it would be: KRS-One
Here’s why:
- He didn’t just rap — he embodied the entire culture.
- He carried the torch for the five elements of Hip Hop (MCing, DJing, Graffiti, Breaking, Knowledge).
- His nickname “The Teacher” shows how much he prioritized knowledge, upliftment, and authenticity.
- From Boogie Down Productions to his solo career, he always spoke on social issues, street realities, and Hip Hop’s role in the community.
- He literally founded the Temple of Hip Hop, treating the culture as a way of life — not just entertainment.
KRS-One is less about chasing hits and more about preserving and defining Hip Hop itself. That’s why, if forced to crown just one MC as the epitome of the culture, he’s the most fitting choice.
Do you agree with ChatGPT? Or do you disagree with ChatGPT? Is the response something you’d give credence to?
ChatGPT wouldn’t get a complaint from me for that response. Strong response with supportive reasoning. What would your argument be?
Second question I asked ChatGPT:
Who are the flyest, best dressed, most stylish and influential guys in the history of Hip Hop?
ChatGPT: Great question — because style in Hip Hop is as important as the music. Fashion has always been one of the ways rappers express power, identity, and influence. Here’s a breakdown of the flyest, best dressed, most stylish, and influential men in Hip Hop history:
Foundational Style Icons
- Run-DMC – Brought Adidas, Kangol hats, leather jackets, rope chains into the mainstream. Their look defined 80s Hip Hop.
- LL Cool J – Kangol, gold chains, FUBU collabs. Ladies loved his street-but-clean style.
- Slick Rick – Pioneer of flamboyance: eye patch, mink coats, giant gold chains, rings. Inspired generations.
Luxury & High Fashion Influencers
- Dapper Dan (via Eric B. & Rakim, Big Daddy Kane, etc.) – Custom Gucci, Louis Vuitton, MCM streetwear before collabs were a thing.
- Biggie Smalls – Coogi sweaters, Versace shades. His style screamed luxury street
- 2Pac – Versatile: bandanas, leather vests, Karl Kani fits. Gritty but iconic.
Modern Streetwear & Trendsetters
- Kanye West – Redefined the connection between Hip Hop and fashion. From Louis Vuitton Don to Yeezy, he shifted global fashion culture.
- Pharrell Williams – Eclectic, futuristic, and always ahead of the curve. BBC/Ice Cream, Human Made, Chanel. A bridge between Hip Hop & high fashion.
- A$AP Rocky – Called “Hip Hop’s fashion killa.” Merges runway fashion with streetwear, heavily influencing Gen Z.
Consistently Fly & Timeless
- Jay-Z – Evolution from throwback jerseys & Yankee fitteds to tailored suits & Tom Ford. He embodies Hip Hop growing into wealth.
- Cam’ron – Iconic for pink fur coats & Range Rovers. Turned bold, colorful fashion into Hip Hop staples.
- Andre 3000 – Fearless, artsy, pushing boundaries of masculinity and style.
Most Influential Overall:
- Run-DMC (made sneakers + streetwear mainstream)
- Kanye West (shifted fashion industry itself)
- A$AP Rocky (current leader in Hip Hop fashion influence)
Flyest / Flashiest Ever:
- Slick Rick, Cam’ron, Biggie
Most Stylish Long-Term:
- Pharrell, Jay-Z, Andre 3000
Do you agree with ChatGPT? Or do you disagree with ChatGPT?
Personally, I don’t know about this one Chatty Patty. It’s some names that are visibly missing from this list. Such as Jim Jones. A person who arguably influenced A$AP Rocky’s style. Fa-Bo-Lo-Us isn’t on the list either. And from the mouths of many (pause) his name is always echoed amongst his peers as one of the flyest. Chatty Patty didn’t acknowledge him like it should. Most people do not give him the credit he deserves. Although, in my most humble opinion, Joe Crack Da Don throw that sh!t on!
So, what do you think? Is this a legitimate list from ChatGPT? Is it something you’d give credence to? It makes a strong argument and provide detailed support, but I’m still somewhat on the fence with this one myself. Because of the exclusion of some names.
Now it’s almost 4 o’clock in the morning. And I’m still playing on the computer. Thinking of questions to input into ChatGPT.
My third and final question:
Would you advise any real street rappers to go on DJ Vlad show to be interviewed? There’s a lot of talk and speculation that being interviewed by DJ Vlad can lead to investigation and arrest of street rap artists. Is there any truth to that?
ChatGPT: That’s a really good and important question. Let me break it down for you.
Why People Say VladTV Interviews Are Risky
- Direct Statements: Many rappers (Boosie, Lord Jamar, etc.) have said that artists sometimes reveal too much in Vlad interviews—details about past crimes, beefs, or activities.
- Public Record: Once it’s on camera, law enforcement can watch it just like anyone else. Interviews are public content, and prosecutors can and do use public statements as evidence.
- Perception of “Set-Ups”: Some feel DJ Vlad asks leading questions that push artists into incriminating themselves. Vlad has denied being “the feds,” but the speculation persists because of how much legal trouble has followed some guests afterward.
The Reality
- Vlad is not law enforcement – he’s a media personality. There’s no evidence that he’s working directly with police.
- Self-Incrimination – What does happen is that rappers sometimes incriminate themselves voluntarily. If an artist talks about crimes on camera, investigators can take note and use it.
- Pattern – Because multiple rappers have been investigated after interviews, it fuels the belief that “Vlad is the feds,” but in reality it’s the content of what the artists say that can cause issues.
Should Real Street Rappers Go on Vlad?
- Yes, but carefully. VladTV is one of the biggest hip-hop platforms. It can boost visibility, streams, and relevance.
- Avoid incriminating talk. If a rapper has a street past, they need media training to pivot away from questions about crimes, beefs, or open cases. Talk about music, hustle, inspiration—not illegal activities.
- Know the narrative. Vlad interviews are long and dig deep. A rapper should go in prepared with what they will and will not discuss.
My Advice:
If a rapper is still active in the streets, I’d advise against doing Vlad until they separate their music career from that life. If they’ve transitioned fully into music and entertainment, they can use Vlad as a platform—just keep the convo smart and professional.
Welp, maybe the narrative about DJ Vlad being the FEDS can be put to rest. All thanks to Chatty Patty. Ultimately, the onus is on the rapper. They need to learn how to properly engage DJ Vlad, to prevent themselves from saying anything incriminating. And to ultimately use his enormous platform to promote their brand. But don’t fret, if they still need help with doing that, a PR strategy, ChatGPT created a “survival media kit for street rappers going on DJ Vlad.”
Media Survival Guide for Street Rappers
1. Rule #1: Don’t Self-Snitch
- Never talk about crimes, beefs, or “work” on camera.
- If it happened in the streets, keep it off the record.
- Remember: interviews live forever—lawyers, cops, and prosecutors watch too.
2. Know Your Narrative
- Walk into every interview knowing what your brand is about.
- Push your music, business moves, merch, and vision.
- If they ask about the past, pivot:
- “I’m focused on the future.”
- “That was then, I’m about growth now.”
3. Master the Pivot
When faced with a trap question:
- Flip it to positivity.
- Example:
- Q: “You ever put in work in the streets?”
- A: “Man, I put in work in the studio. That’s where my grind is.”
4. Don’t Be Too Comfortable
- Interviewers may act like your homie—but they’re not.
- Treat interviews like court: every word counts.
- Relaxed vibe? Cool. Loose lips? Dangerous.
5. Keep It About the Hustle
- Talk about:
- Music, new projects, collabs
- Business ventures (merch, brand, label)
- Life lessons & positive growth
- Fans connect with the story of struggle → success. Give them that, not indictments.
6. Learn to Say “Next Question”
- If you don’t want to answer, just say:
- “Next question.”
- Or laugh it off and redirect.
- Silence is stronger than self-incrimination.
7. Build Media Training Into Your Brand
- Practice interviews with your team.
- Know your key points before the camera rolls.
- Stay on message no matter what they ask.
8. Respect the Platform, Protect the Artist
- Vlad, No Jumper, Drink Champs, podcasts, blogs—all are platforms.
- Respect their hustle, but don’t let them define yours.
- YOU control your story.
💡 Bottom Line:
Don’t let clout chase you into a case.
Use media to elevate your career, not to jeopardize your freedom.
Do you agree with ChatGPT? Or do you disagree with ChatGPT? Is it something you’d give credence to?
I think it hit the nail on its head as it pertains to DJ Vlad. What do y’all think about Chatty Patty’s response to my inquiry.
I don’t know about y’all, but I now find ChatGPT to be both useful and entertaining to engage with. Truthfully, the shared information is just regurgitated from other URL addresses. It’s nothing new. It allows you to intently search the web in one common space. It gathers and produces information in a tremendous rate of speed. I wouldn’t suggest you use it to write your dissertation and try to pass it off as your own. Just use it as a resource. Use it as its intended to be used. Or if you’re anything like me, use it to sharpen your lesson plans and to ask random questions in the wee hours of the morning, when you can’t sleep.
Thedewsperspective 
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