WEBVTT

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It's a statistic that absolutely stops you in

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your tracks. In 2025, so just last year, Billboard

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put out their definitive data crunching list

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of the greatest R &amp;B artists of all time. And

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sitting right there at number nine, I mean, it's

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sandwiched between these legends who are universally

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beloved, figures you'd see on a postage stamp,

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is a man who was currently waking up every morning

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in a federal prison cell in North Carolina. Inmate

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number 09620035, that's his designation. Exactly.

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We are talking, of course, about Robert Sylvester

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Kelly. R. Kelly. And looking at that list, seeing

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that number nine spot, it just it highlights

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this massive, really uncomfortable cognitive

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dissonance we are all living with right now.

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It's unavoidable. How does the industry and culture

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at large grapple with a figure who is undeniably

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a musical architect of the last 30 years? Someone

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who literally built the soundscape of the 90s

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and 2000s, but whose personal conduct was so

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heinous that he's effectively serving a life

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sentence. It is the ultimate separation of art

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and artist test, isn't it? But with Kelly, and

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this is what we're going to find out today, it's

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not just about separation. It's about entanglement.

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When we reviewed the massive stack of source

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material for this deep dive, the court transcripts,

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the biographies, discography notes, the legal

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filings from as recently as June 2025, what really

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struck me is that you can't actually separate

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them. But two sides of it. Exactly. The the trauma

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that created the predator is the exact same trauma

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that created the musical genius. They fuel each

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other. It's a closed loop. That is what we need

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to unpack today. We aren't just doing a true

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crime timeline and we aren't just doing a VH1

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behind the music greatest hits review. We're

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trying to understand the machinery of this man.

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How did he happen? How did a system allow him

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to survive for so long? And crucially, what is

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happening to him right now? behind bars. And

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those 2025 updates are so critical because they

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show that while the world might have, you know,

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muted R. Kelly, his story is very much active.

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It's not over. Not at all. He's petitioning the

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Supreme Court. He's having these medical emergencies

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that sound incredibly severe. This isn't a closed

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book by any stretch of the imagination. So let's

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rewind. To understand the federal prisoner, we

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have to go back to the source. We have to go

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back to the south side of Chicago, January 8th,

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1967. Hyde Park. The Chicago Langan Hospital,

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that's where he was born. But, you know, he didn't

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stay in Hyde Park. He was raised in the Bronzeville

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district, specifically in the Ida B. Wells homes.

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And if you're not familiar with Chicago history,

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you really need to understand what Ida B. Wells

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was in the 1970s. This wasn't just housing. Oh,

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not at all. It was a world unto itself. It was

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high density, high poverty, yes, but also this

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incredibly intense community bond. It was a place

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with its own rules, its own culture, its own

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dangers. And his family dynamic was. Well, the

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sources describe it as a study in absence and

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presence. A powerful way to put it. His father

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was completely out of the picture. A total void.

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Kelly didn't even know who he was. Which is an

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emptiness that shows up in the lyrics later on.

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You hear that searching for a father figure or

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this attempt to become the all -powerful patriarchy

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he never had. Constantly. It's all over his work.

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But the presence in the home was his mother,

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Joanne. She was a schoolteacher and a devout

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Baptist. And that devout part is key. the church

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the church was the center of gravity sunday service

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wasn't optional it was the rhythm of life but

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even there kelly describes a kind of duality

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in his mother he actually called it a dr jekyll

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and mr hyde situation in his autobiography right

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i read that part when she was there and focused

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it was tricked it was love but it was a very

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firm structured love but when she wasn't That's

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when the darkness crept in. And we have to address

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the trauma immediately because according to his

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book, Solo Coaster, and corroborated by his brother,

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Kerry, the abuse started incredibly young. Between

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ages 8 and 14. And this is the part of the story

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that is so difficult to process, but it's absolutely

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necessary if you want to understand his psychological

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profile. He alleges he was sexually abused by

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an older female family member who was supposed

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to be babysitting him. Which just flips the script

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on safety, doesn't it? The protector becomes

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the predator. Yeah. And it creates this profound,

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deep -seated confusion about affection and violation,

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about love and power. Precisely. And it wasn't

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a one -time thing. The sources say this was years

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of conditioning. Then you add to that an incident

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around age 10 with a male family friend. Kelly

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wrote that he was, and this is a quote, too afraid

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and too ashamed to speak. So he internalized

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it. He locked it away. He took all that confusion

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about sexuality and shame and secrecy, and he

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built a vault around it. He learned at a very

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formative age that sexuality is something you

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hide, something that is transactionally linked

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to power dynamics and control. But there's another

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layer to this childhood trauma that isn't sexual,

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but it's deeply, deeply psychological. And honestly,

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this part of the research really stuck with me,

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the story of Lulu. This one is haunting. It's

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the kind of thing that just... It breaks a child.

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He was eight years old. Yeah. Lulu was his girlfriend,

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or, you know, as much of a girlfriend as an eight

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-year -old has. It was innocent. They were playing

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near a creek in the neighborhood. And this is

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where the environment of the projects comes back

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in. It wasn't some idyllic, safe playground.

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Some older kids started a fight over the play

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area. It was chaotic. Violence just erupted.

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And in the scuffle, Lulu got pushed. She fell

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into the water. And it wasn't a calm stream.

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The current took her. He watched her drown. At

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eight years old, he watched the water take the

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first person he ever loved outside his family.

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He cites this explicitly as his first musical

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inspiration. The grief unlocked something in

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him. He couldn't process it with words, so melody

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became the language for his pain. It's so interesting

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you mention the water because later in his career,

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water becomes this massive symbol. The storm

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is over. The constant rain in his videos. The

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baptismal imagery. It's always cleansing or dangerous.

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It's never just water. It's a recurring motif,

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absolutely. But there was another trauma around

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age 13. He was shot. Shot in the shoulder while

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riding his bike. Though I did see a conflicting

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account that it might have been self -inflicted.

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Right. The story is murky, which is also a theme

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with him. But either way, a young teenager getting

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shot, it just adds another layer of violence

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and chaos to his formative years. So the immediate

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release valve for all this, the abuse, the grief,

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the poverty, the violence. was the subway. The

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L tracks. Specifically, the Jackson station on

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the red line. You have to picture it. A teenage

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Robert Kelly standing on that platform under

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those tracks. The trains are deafening. The screech

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of steel on steel. To be heard over that, you

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have to project. You've got power in your voice.

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He wasn't just singing for fun. He was busking.

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He was hustling for loose change. It was survival.

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His first stage. It was his training ground.

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He learned how to capture an audience that was

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actively trying to ignore him. He learned how

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to make people stop in their tracks. But, you

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know, raw talent in a subway tunnel usually stays

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in the subway tunnel unless someone comes along

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to refine it. That's where Lena McGlynn enters

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the narrative. The music teacher at Kenwood Academy.

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Right. Every great artist seems to have. That

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one teacher, that one mentor who intervenes at

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the exact right moment. McCarlin was that figure

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for him. She didn't just teach him scales. The

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sources say she acted as a surrogate mother figure.

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She saw the pain, but she also saw the immense

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raw talent. And she pushed him. There's the famous

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Stevie Wonder moment the sources always mention.

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Right. She basically forced him to perform Ribbon

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in the Sky at a high school talent show. And

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he was terrified. We think of R. Kelly as this...

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swaggering, hyper -confident superstar, but back

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then, he was painfully shy. He wore sunglasses

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on stage because he couldn't make eye contact

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with the crowd. The story goes he had to be physically

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escorted to the microphone. But when he opened

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his mouth... The room just stopped. He won first

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prize. And you have to imagine what that felt

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like. It was the first time he got validation

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for his voice rather than feeling shame for his

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secrets. But there's a technical detail about

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his time at Kenwood that I want to drill down

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on because I think it explains the sound of R.

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Kelly more than anything else. The sources mentioned

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he was diagnosed with dyslexia. Yes. And we need

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to be clear. This wasn't mild dyslexia. He was,

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for all intents and purposes, functionally unable

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to read or write text. And critically, he couldn't

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read or write standard musical notation. So how

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does a guy who can't read music become one of

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the most prolific songwriters in history? I mean,

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we're talking about thousands and thousands of

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songs. By developing a completely different cognitive

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process. He didn't learn music. He felt it. He

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described it as visualizing the music. He wouldn't

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look at a staff and see notes. He would hear

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the full arrangement in his head, the drums,

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the bass, the harmonies, the vocal stacks, and

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he had to record from the gut. It's almost like

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the disability forced to work around that became

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his superpower. That's a perfect way to describe

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it. Because he couldn't write it down, he had

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to make it catchy enough to remember. That's

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why his hooks are so sticky. That's why the melodies

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are so repetitive and almost like chants. He

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was composing for memory, not for the page. He

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was following the feeling rather than the formal

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rules of composition. Which makes total sense.

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So he drops out of high school because, let's

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be honest, the academic system wasn't built for

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someone like him. And he forms the group MGM.

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Musically Gifted Men. Right. And they get their

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big shot on a TV show called Big Break. Which

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was basically American Idol or The Voice before

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any of those existed. It was hosted by Natalie

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Cole. They went on and performed a song called

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All My Love, which is actually the demo that

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later became She's Got That Vibe. And they won

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the grand prize, $100 ,000. And in the late 80s,

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for a kid from the Ida B. Walls homes? $100 ,000.

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I mean, that's not just life -changing. That

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is a staggering amount of money. It was the ticket

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out. It was proof of concept. That win led directly

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to the contract with Jive Records in 1991. And

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that, well, that launches us into the era that

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defined the 90s. We are entering Section 2, The

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Ascent of the King. And it starts with the New

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Jack Swing era. If you listen to that first album

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with his group Public Announcement, born into

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the 90s, it's very of its time. Oh, very much

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so. Hits like She's Got That Vibe, Honey Love.

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It's upbeat. It's danceable. It sounds a lot

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like Teddy Riley or Guy or Bobby Brown. It fits

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right in. But it's clear he wasn't content with

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that. No, you can tell Kelly clearly wanted more

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than just to be the front man of a dance group.

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He wanted the throne. He separated from the group

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pretty quickly. And in 1993, with the release

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of his first solo album, 12 Play, he didn't just

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ask for the throne. He took it. This is the pivotal

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moment. This is where he creates the persona

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that would make him rich and eventually infamous.

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The R &amp;B thug. And we should define that term

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R &amp;B thug because I think modern listeners might

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take it for granted. Before R. Kelly, mainstream

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R &amp;B was, well, it was Luther Vandross. It was

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Freddie Jackson. It was smooth. It was suits

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and ties. It was romance. It was begging for

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love on bended knee. Exactly. It was polite.

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It was courtship. Kelly looked at what was happening

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in hip hop, the aggression, the explicit sexuality,

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the street aesthetic of N .W .A. or Dr. Dre,

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and he dragged it kicking and screaming into

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R &amp;B. Bump and grind isn't asking for permission.

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It's a demand. My mind's telling me no. But my

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body's telling me yes. That opening line alone,

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that is the thesis statement for his entire life,

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his entire career. It really is. It's the conflict

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between conscience and impulse played out over

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a slow jam beat. And the public. But what really

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shows his genius, and again, I'm using that word

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strictly in terms of his musical capability,

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is what he was doing for other people at the

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exact same time. He wasn't just in his own lane.

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Oh, he was the whole highway. The production

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credits from this era are just staggering. He

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wasn't just making these sex songs for himself.

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He became the industry's secret weapon. the go

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-to hit maker. The Michael Jackson connection

00:11:59.740 --> 00:12:02.539
is still mind -blowing to me. 1995, You Are Not

00:12:02.539 --> 00:12:05.679
Alone. R. Kelly wrote and produced that song.

00:12:05.820 --> 00:12:08.500
It holds a Guinness World Record. The first song

00:12:08.500 --> 00:12:10.980
to ever debut at number one on the Billboard

00:12:10.980 --> 00:12:13.860
Hot 100. Just think about that. A kid from the

00:12:13.860 --> 00:12:16.559
Ida B. Wells homes who can't read music wrote

00:12:16.559 --> 00:12:18.840
a number one debut for the undisputed king of

00:12:18.840 --> 00:12:21.929
pop. And it's such a vulnerable, pure, almost

00:12:21.929 --> 00:12:24.929
gospel -inflected song. And then you realize

00:12:24.929 --> 00:12:27.490
it came from the same brain that wrote Sex Me

00:12:27.490 --> 00:12:30.429
Part 2. It's the Madonna -whore complex translated

00:12:30.429 --> 00:12:32.669
into sheet music. He could channel the sacred

00:12:32.669 --> 00:12:35.110
and the profane with equal conviction and seemingly

00:12:35.110 --> 00:12:37.590
equal sincerity. He did it for Whitney Houston.

00:12:37.789 --> 00:12:39.850
He did it for Toni Braxton. He'd do it for Celine

00:12:39.850 --> 00:12:42.730
Dion with I'm Your Angel. And he did it for Aaliyah.

00:12:42.830 --> 00:12:45.230
Which is the dark heart beating at the center

00:12:45.230 --> 00:12:47.029
of this entire era. We have to touch on this

00:12:47.029 --> 00:12:49.769
now. He produced her debut album, Age Ain't Nothin'

00:12:49.769 --> 00:12:52.299
But a Number. And we know now, thanks to the

00:12:52.299 --> 00:12:54.120
legal proceedings and the documentation that

00:12:54.120 --> 00:12:56.720
has come out, that this was not just a mentorship.

00:12:57.000 --> 00:12:59.159
The illegal marriage in 1994, the certificate

00:12:59.159 --> 00:13:01.679
was forged. She was 15 years old. He was 27.

00:13:02.080 --> 00:13:04.559
It set the pattern. It showed that he was using

00:13:04.559 --> 00:13:06.820
his position as a producer, the gatekeeper of

00:13:06.820 --> 00:13:09.779
fame, the dream maker to access and groom young

00:13:09.779 --> 00:13:12.879
girls. And the album title? Age ain't nothing

00:13:12.879 --> 00:13:15.440
but a number. Looking back, it feels like he

00:13:15.440 --> 00:13:17.840
was taunting the public, hiding in plain sight.

00:13:18.059 --> 00:13:20.539
But the industry just... Look the other way.

00:13:20.639 --> 00:13:23.519
The hits were undeniable. The machinery kept

00:13:23.519 --> 00:13:26.539
moving. And nothing, absolutely nothing, was

00:13:26.539 --> 00:13:29.659
bigger than what happened in 1996. Space Jam.

00:13:30.039 --> 00:13:33.240
I believe I can fly. You cannot overstate how

00:13:33.240 --> 00:13:36.080
ubiquitous this song was. If you were alive in

00:13:36.080 --> 00:13:39.600
1996 or 1997, you heard this song every single

00:13:39.600 --> 00:13:42.500
day. It was at weddings, funerals, graduations,

00:13:42.500 --> 00:13:44.419
kindergarten recitals. Corporate motivational

00:13:44.419 --> 00:13:47.879
seminars. Everywhere. It won three Grammys. And

00:13:47.879 --> 00:13:50.240
it signaled a shift in Kelly's own mind, I think.

00:13:50.320 --> 00:13:52.440
He started to see himself not just as an R &amp;B

00:13:52.440 --> 00:13:54.600
singer, but as a messenger. a spiritual vessel.

00:13:55.120 --> 00:13:57.240
He was bridging that gap between the club and

00:13:57.240 --> 00:13:59.080
the church. He was telling the listener, I can

00:13:59.080 --> 00:14:01.759
be a sinner, but I can also be a saint. And for

00:14:01.759 --> 00:14:04.039
a long time, the public allowed it. Which brings

00:14:04.039 --> 00:14:07.200
us to possibly the most bizarre manifestation

00:14:07.200 --> 00:14:10.379
of his I can do anything attitude from that period.

00:14:10.639 --> 00:14:12.759
Yeah. The basketball career. I feel like this

00:14:12.759 --> 00:14:15.159
is a fever dream, but the sources confirm it's

00:14:15.159 --> 00:14:17.440
real. Lapse. I had to triple check this in the

00:14:17.440 --> 00:14:20.960
notes myself. 1997, the Atlantic City Seagulls

00:14:20.960 --> 00:14:23.000
of the United States Basketball League. This

00:14:23.000 --> 00:14:24.919
wasn't a celebrity charity game where he played

00:14:24.919 --> 00:14:26.820
for 10 minutes and took a few photos. No, this

00:14:26.820 --> 00:14:29.940
was the USBL, a legitimate professional league,

00:14:30.039 --> 00:14:32.980
one step below the NBA. He signed a contract.

00:14:33.259 --> 00:14:36.240
He played in games under his own name. He wore

00:14:36.240 --> 00:14:39.019
jersey number 12, obviously honoring 12 play.

00:14:39.279 --> 00:14:41.519
Of course he did. And by all accounts, he wasn't

00:14:41.519 --> 00:14:44.559
terrible. The team's owner, Ken Gross, insisted

00:14:44.559 --> 00:14:46.840
it wasn't a gimmick that Kelly could actually

00:14:46.840 --> 00:14:49.179
play. But the best part, the most R. Kelly part,

00:14:49.279 --> 00:14:51.679
is this whole story. is the contract clause.

00:14:51.919 --> 00:14:54.299
The Whitney Houston clause, essentially. I am

00:14:54.299 --> 00:14:56.419
about this. It's incredible. He had a clause

00:14:56.419 --> 00:14:58.500
written into his professional sports contract

00:14:58.500 --> 00:15:01.600
that said if he needed to perform a musical obligation,

00:15:02.120 --> 00:15:04.580
he could leave the team immediately, no questions

00:15:04.580 --> 00:15:07.120
asked. So theoretically, you could be in the

00:15:07.120 --> 00:15:09.480
fourth quarter of a tight game, and Kelly could

00:15:09.480 --> 00:15:12.360
just say, sorry, coach, Celine Dion needs a bridge

00:15:12.360 --> 00:15:14.879
for her new single, and he'd just walk off the

00:15:14.879 --> 00:15:17.679
court. It's funny, but it's also a symptom, isn't

00:15:17.679 --> 00:15:20.379
it? It shows a man who has never been told no.

00:15:21.019 --> 00:15:23.559
A man who believes he is the center of every

00:15:23.559 --> 00:15:26.519
universe he occupies. Absolutely. It's the behavior

00:15:26.519 --> 00:15:29.080
of someone who believes he creates his own reality.

00:15:29.220 --> 00:15:31.580
He wanted to be an NBA player. He bought his

00:15:31.580 --> 00:15:33.360
way into being one. He wanted to be the king

00:15:33.360 --> 00:15:36.539
of R &amp;B. He took it. And for a long, long time,

00:15:36.600 --> 00:15:40.299
that reality held up. But as we move into the

00:15:40.299 --> 00:15:43.659
2000s, into Section 3 of our timeline, that reality

00:15:43.659 --> 00:15:45.639
starts to fracture. The hits continue, but the

00:15:45.639 --> 00:15:47.899
chaos, it just ramps up. Right. We enter the

00:15:47.899 --> 00:15:51.480
TP2 .com era in 2000. He's reclaiming the R &amp;B

00:15:51.480 --> 00:15:54.039
throne after a brief quiet period. But then comes

00:15:54.039 --> 00:15:57.139
the collaboration with Jay -Z. The best of both

00:15:57.139 --> 00:15:59.899
worlds in 2002. On paper, this should have been

00:15:59.899 --> 00:16:01.860
the greatest tour of all time. A cultural event.

00:16:02.080 --> 00:16:03.879
You have the king of R &amp;B and the king of hip

00:16:03.879 --> 00:16:06.200
-hop. both at the peak of their powers. It should

00:16:06.200 --> 00:16:07.960
have been a victory lap for both of them. Instead,

00:16:08.179 --> 00:16:09.840
it was a complete and utter train wreck. The

00:16:09.840 --> 00:16:12.679
egos involved were just massive. There was constant

00:16:12.679 --> 00:16:15.019
tension regarding billing, the lighting, who

00:16:15.019 --> 00:16:16.840
came out on stage when. You have to remember,

00:16:16.980 --> 00:16:19.500
Jay -Z is a very precise, business -minded operator.

00:16:19.860 --> 00:16:22.480
Which has player. Exactly. And R. Kelly is not.

00:16:22.620 --> 00:16:25.559
Kelly is improvisational, emotional, erratic.

00:16:25.600 --> 00:16:28.740
It was oil and water. And it all just exploded

00:16:28.740 --> 00:16:31.799
at Madison Square Garden. The infamous... pepper

00:16:31.799 --> 00:16:34.679
spray incident. This is legendary music industry

00:16:34.679 --> 00:16:37.580
dysfunction. Kelly claimed that a member of Jay

00:16:37.580 --> 00:16:41.159
-Z's entourage, tyrant Ty Ty Smith, pepper sprayed

00:16:41.159 --> 00:16:44.210
him backstage. Kelly leaves the show. The tour

00:16:44.210 --> 00:16:47.549
implodes. And then he sues. He sues Jay -Z and

00:16:47.549 --> 00:16:50.850
the promoters for $75 million, claiming the environment

00:16:50.850 --> 00:16:53.429
was unsafe and he couldn't perform. $75 million.

00:16:53.850 --> 00:16:55.669
Yeah. He really thought he could just sue his

00:16:55.669 --> 00:16:57.970
way out of a bad vibe on tour. The suit was eventually

00:16:57.970 --> 00:17:00.269
dismissed, but it marked the end of that partnership.

00:17:00.450 --> 00:17:03.629
A very public, very bizarre feud. But nothing,

00:17:03.789 --> 00:17:06.630
and I mean absolutely nothing, is as bizarre

00:17:06.630 --> 00:17:09.490
as what Kelly released starting in 2005. We have

00:17:09.490 --> 00:17:11.190
to talk about Trapped in the Closet. We must.

00:17:11.289 --> 00:17:13.740
Yeah. it's a cultural artifact that really, it

00:17:13.740 --> 00:17:15.579
opens a window into his mind like nothing else.

00:17:15.779 --> 00:17:19.059
It was described as a hip opera, which is a term.

00:17:19.200 --> 00:17:23.140
It's a musical soap opera. It started with five

00:17:23.140 --> 00:17:25.980
chapters on the album TP .3 Reloaded, and it

00:17:25.980 --> 00:17:28.539
just kept going and going for dozens of chapters.

00:17:28.680 --> 00:17:30.900
It demonstrated his storytelling ambition, but

00:17:30.900 --> 00:17:34.160
also his profound eccentricity. It's this winding,

00:17:34.359 --> 00:17:37.619
ridiculous narrative about... Infidelity, secrets,

00:17:38.000 --> 00:17:41.299
a midget in a cabinet, a policeman, a pastor.

00:17:41.740 --> 00:17:43.799
It's completely surreal. It really is. And it

00:17:43.799 --> 00:17:46.059
became this huge cult classic. People were having

00:17:46.059 --> 00:17:48.819
viewing parties for the new video chapters. It

00:17:48.819 --> 00:17:50.380
showed that he was still willing to take these

00:17:50.380 --> 00:17:53.900
massive creative risks. But looking back, doesn't

00:17:53.900 --> 00:17:56.440
it also show a man who is living in a very isolated,

00:17:56.539 --> 00:17:59.079
weird world of his own creation? It does. The

00:17:59.079 --> 00:18:01.400
title itself, Trapped in the Closet, is so loaded.

00:18:01.579 --> 00:18:03.500
It's all about secrets. It's about people hiding

00:18:03.500 --> 00:18:05.819
who they are. It's about the chaos that ensues.

00:18:05.799 --> 00:18:08.000
sues when everyone in the room is lying. That

00:18:08.000 --> 00:18:10.180
was the world R. Kelly was building around himself

00:18:10.180 --> 00:18:12.720
in real life. He also released Happy People You

00:18:12.720 --> 00:18:15.440
Saved Me in 2004, a double album. One disc was

00:18:15.440 --> 00:18:17.339
upbeat Happy Steppers music for the cookouts,

00:18:17.339 --> 00:18:19.430
and the other disc was pure gospel. Again, that

00:18:19.430 --> 00:18:22.069
duality, he was literally packaging it for you.

00:18:22.089 --> 00:18:24.809
He was telling us who he was, a man torn between

00:18:24.809 --> 00:18:27.490
the spirit and the flesh between Saturday night

00:18:27.490 --> 00:18:29.609
and Sunday morning. But while all this music

00:18:29.609 --> 00:18:32.230
was dominating, there was a dark cloud that had

00:18:32.230 --> 00:18:35.230
been hovering since the 90s. And this brings

00:18:35.230 --> 00:18:38.289
us to section four, the legal history. And we

00:18:38.289 --> 00:18:40.269
need to be very precise here because people often

00:18:40.269 --> 00:18:43.809
conflate the timelines and the different cases.

00:18:44.349 --> 00:18:46.329
Right. It's important to separate the accusations

00:18:46.329 --> 00:18:48.170
from the charges from the convictions. They are

00:18:48.170 --> 00:18:50.829
not all the same thing. So the shadows were there

00:18:50.829 --> 00:18:52.990
early. We mentioned the marriage to Aaliyah in

00:18:52.990 --> 00:18:55.509
1994. That was the first major public red flag.

00:18:55.769 --> 00:18:57.930
Then there was the Tiffany Hawkins lawsuit in

00:18:57.930 --> 00:19:00.430
the late 90s, another accusation from a minor

00:19:00.430 --> 00:19:02.769
which was settled out of court. Money made it

00:19:02.769 --> 00:19:04.869
go away. That was the playbook for a long time.

00:19:05.069 --> 00:19:07.529
But the legal inflection point, the moment where

00:19:07.529 --> 00:19:09.390
it felt like his career might actually end for

00:19:09.390 --> 00:19:12.490
the first time, was the 2002 videotape scandal.

00:19:12.910 --> 00:19:15.190
This was the tape that was anonymously sent to

00:19:15.190 --> 00:19:17.609
the Chicago Sun -Times, allegedly showing Kelly

00:19:17.609 --> 00:19:20.650
with an underage girl. This led to his indictment

00:19:20.650 --> 00:19:22.569
on multiple counts of child pornography. This

00:19:22.569 --> 00:19:24.910
wasn't a civil suit. This was criminal. This

00:19:24.910 --> 00:19:26.910
was the state of Illinois versus Robert Kelly.

00:19:27.109 --> 00:19:29.269
This was facing serious prison time. And yet

00:19:29.269 --> 00:19:31.930
he kept working. The legal battle dragged on

00:19:31.930 --> 00:19:35.049
for six years. Six years of delays, motions,

00:19:35.250 --> 00:19:38.470
legal maneuvering. Finally, in 2008, he went

00:19:38.470 --> 00:19:40.789
to trial. And this is the part that many people

00:19:40.789 --> 00:19:43.509
forget or just don't understand. He was acquitted

00:19:43.509 --> 00:19:45.809
on all charges. And we really need to explain

00:19:45.809 --> 00:19:47.369
how that happened, because looking back from

00:19:47.369 --> 00:19:50.269
2026, it seems impossible. The sources point

00:19:50.269 --> 00:19:52.369
directly to the effectiveness of the little man

00:19:52.369 --> 00:19:54.410
defense. Break that down for us. What exactly

00:19:54.410 --> 00:19:56.789
is the little man defense? It was a brilliant,

00:19:56.869 --> 00:20:00.009
if morally questionable, strategy used by his

00:20:00.009 --> 00:20:02.809
defense attorney at the time, Ed Genson. They

00:20:02.809 --> 00:20:05.190
didn't necessarily argue that the act on the

00:20:05.190 --> 00:20:08.210
tape was OK or that the tape was fake. They argued

00:20:08.210 --> 00:20:10.230
that you couldn't prove who was on the tape.

00:20:10.329 --> 00:20:13.119
They attacked the identification. Exactly. They

00:20:13.119 --> 00:20:15.980
brought in so -called experts to analyze body

00:20:15.980 --> 00:20:18.740
markers, moles, the shadows in the room. They

00:20:18.740 --> 00:20:20.539
argued that the girl couldn't be definitively

00:20:20.539 --> 00:20:23.799
identified as the specific underage victim named

00:20:23.799 --> 00:20:26.859
in the indictment. They sowed just enough reasonable

00:20:26.859 --> 00:20:28.579
doubt about the identity of the participants.

00:20:28.880 --> 00:20:32.960
So it wasn't, I didn't do it. It was, you can't

00:20:32.960 --> 00:20:35.759
prove beyond a shadow of a doubt that it's me

00:20:35.759 --> 00:20:38.549
or her on that grainy video. Precisely. And in

00:20:38.549 --> 00:20:41.769
a pre -HD, pre -ubiquitous social media tracking

00:20:41.769 --> 00:20:44.730
era, it worked. The jury acquitted him. And because

00:20:44.730 --> 00:20:47.490
of that acquittal, his career rebounded in a

00:20:47.490 --> 00:20:50.690
way that is just shocking to consider now. The

00:20:50.690 --> 00:20:52.569
industry took that verdict as a green light.

00:20:52.710 --> 00:20:54.430
They took it as absolution. They said, well,

00:20:54.549 --> 00:20:56.890
the court of law said he's not guilty, so let's

00:20:56.890 --> 00:20:59.440
get back to business. Two years after that trial,

00:20:59.579 --> 00:21:02.140
he performed at the 2010 FIFA World Cup opening

00:21:02.140 --> 00:21:05.160
ceremony in South Africa. That is just wild to

00:21:05.160 --> 00:21:07.220
think about. He was on the biggest world stage

00:21:07.220 --> 00:21:09.900
imaginable just two years after a child pornography

00:21:09.900 --> 00:21:12.059
trial. It really speaks to the power of a hit

00:21:12.059 --> 00:21:14.200
record and the willingness of the public to look

00:21:14.200 --> 00:21:16.400
the other way. It speaks to the power of the

00:21:16.400 --> 00:21:19.519
separating art from artist argument and how for

00:21:19.519 --> 00:21:21.779
a very long time people were willing to make

00:21:21.779 --> 00:21:23.859
that separation as long as the music was good.

00:21:24.259 --> 00:21:27.799
But that all changed in 2019. Surviving R. Kelly

00:21:28.519 --> 00:21:31.180
The documentary series. That was the reckoning.

00:21:31.240 --> 00:21:33.680
That was the cultural shift. It amplified the

00:21:33.680 --> 00:21:35.519
voices of the victims in a way that couldn't

00:21:35.519 --> 00:21:38.079
be ignored any longer. It wasn't about legal

00:21:38.079 --> 00:21:40.680
arguments or grainy tapes. It was about human

00:21:40.680 --> 00:21:44.259
stories. It was parents talking about their brainwashed

00:21:44.259 --> 00:21:46.859
daughters. It was women recounting in graphic

00:21:46.859 --> 00:21:49.160
detail the abuse they suffered. And the culture

00:21:49.160 --> 00:21:51.559
had changed, too. The hashtag Me Too movement

00:21:51.559 --> 00:21:53.660
had happened. The collective tolerance for this

00:21:53.660 --> 00:21:57.230
kind of behavior had just evaporated. The impact

00:21:57.230 --> 00:22:00.410
was immediate and seismic. RCA Records, his lifelong

00:22:00.410 --> 00:22:03.150
label, finally dropped him. Law enforcement in

00:22:03.150 --> 00:22:05.230
multiple jurisdictions opened new investigations

00:22:05.230 --> 00:22:08.049
based on the testimony in the documentary. And

00:22:08.049 --> 00:22:10.210
we saw the rise of the hashtag Meter Kelly campaign,

00:22:10.450 --> 00:22:12.930
a grassroots effort to get his music off radio

00:22:12.930 --> 00:22:15.230
and streaming playlists. And Kelly's response

00:22:15.230 --> 00:22:17.829
to this tidal wave was, well, it was characteristically

00:22:17.829 --> 00:22:21.250
defiant. He released a song called I Admit in

00:22:21.250 --> 00:22:23.839
2018, just before the documentary. I remember

00:22:23.839 --> 00:22:26.960
this. A sprawling 19 -minute track. It felt like

00:22:26.960 --> 00:22:29.440
a fever dream listening to it. It's a fascinating

00:22:29.440 --> 00:22:32.480
psychological document. Because the chorus repeats,

00:22:32.700 --> 00:22:35.319
I admit it, I did it. Which on the surface sounds

00:22:35.319 --> 00:22:37.339
like a full confession. Right. But you have to

00:22:37.339 --> 00:22:39.220
actually listen to the verses. What is he admitting

00:22:39.220 --> 00:22:40.859
to? He's admitting to adultery. He's admitting

00:22:40.859 --> 00:22:43.799
to being a dog, his word. He's admitting to sins

00:22:43.799 --> 00:22:47.559
in a general biblical sense. But he explicitly,

00:22:47.619 --> 00:22:51.480
forcefully denies the pedophilia and the nonconsensual

00:22:51.480 --> 00:22:54.440
acts. He calls out his accusers by name. He denies

00:22:54.440 --> 00:22:57.240
the sex cult claims, calling them stupid. He's

00:22:57.240 --> 00:22:59.099
trying to reframe the entire narrative. He's

00:22:59.099 --> 00:23:00.880
saying, yes, I'm a sinner, but I'm not a monster.

00:23:01.019 --> 00:23:03.160
I'm not a criminal. And then there's that line,

00:23:03.299 --> 00:23:06.740
only God can mute me. It was pure defiance. It

00:23:06.740 --> 00:23:09.019
was the Pied Piper refusing to put down the flute.

00:23:09.200 --> 00:23:11.500
But defiance didn't work in a federal court of

00:23:11.500 --> 00:23:14.420
law this time. No. The federal government stepped

00:23:14.420 --> 00:23:17.779
in, using racketeering laws, the RKO Act, to

00:23:17.779 --> 00:23:20.279
paint a picture of a long -running criminal enterprise.

00:23:20.819 --> 00:23:24.500
In 2021, he was convicted in New York for racketeering

00:23:24.500 --> 00:23:26.900
and sex trafficking violations of the Mann Act.

00:23:27.309 --> 00:23:30.490
Then in 2022, a separate trial, he was convicted

00:23:30.490 --> 00:23:33.150
in Chicago for producing child pornography and

00:23:33.150 --> 00:23:36.089
enticement of a minor. The sentences were heavy.

00:23:36.230 --> 00:23:38.529
They were structured to be served consecutively

00:23:38.529 --> 00:23:41.009
in some parts, concurrent in others, but the

00:23:41.009 --> 00:23:44.130
grand total comes out to roughly 31 years. Which

00:23:44.130 --> 00:23:46.950
for a man in his mid -50s at the time of sentencing

00:23:46.950 --> 00:23:49.910
is effectively a life sentence. And the fallout

00:23:49.910 --> 00:23:52.650
was swift. Awards started getting pulled back.

00:23:52.970 --> 00:23:55.250
The key to the city of Baton Rouge was officially

00:23:55.250 --> 00:23:58.000
rescinded. But here's where it gets really interesting

00:23:58.000 --> 00:24:00.119
regarding the Grammys. The Recording Academy

00:24:00.119 --> 00:24:02.640
made a statement that they would not be stripping

00:24:02.640 --> 00:24:05.160
him of his three awards. That's a very controversial

00:24:05.160 --> 00:24:07.880
stance. What was their logic? Their logic, publicly,

00:24:08.160 --> 00:24:10.400
was that the awards recognized the art that was

00:24:10.400 --> 00:24:12.700
created and judged at that specific moment in

00:24:12.700 --> 00:24:14.940
time, and that history shouldn't be rewritten

00:24:14.940 --> 00:24:18.200
or erased. They argue that I Believe I Can Fly

00:24:18.200 --> 00:24:21.240
was judged to be the best R &amp;B song of 1997,

00:24:21.519 --> 00:24:23.859
regardless of what the writer did 20 years later.

00:24:24.539 --> 00:24:26.759
It's a purist argument that really doubles down

00:24:26.759 --> 00:24:29.619
on the separation of art and artist. It's a debate

00:24:29.619 --> 00:24:31.900
that will probably never be settled. Which brings

00:24:31.900 --> 00:24:35.220
us to the present day, Section 5, Recent Developments.

00:24:35.319 --> 00:24:37.700
We are looking at sources up to and including

00:24:37.700 --> 00:24:41.740
2025. R. Kelly is currently incarcerated at FCI

00:24:41.740 --> 00:24:44.279
Butner Medium in North Carolina. And he is not

00:24:44.279 --> 00:24:47.140
going quietly into that good night. In 2024,

00:24:47.500 --> 00:24:49.920
reports surfaced that Kelly and his lawyer, Jennifer

00:24:49.920 --> 00:24:52.480
Bonjean, had petitioned the United States Supreme

00:24:52.480 --> 00:24:54.839
Court to review the Chicago child pornography

00:24:54.839 --> 00:24:57.359
case. Wow. All the way to the Supreme Court.

00:24:57.440 --> 00:24:59.359
They are arguing for a review that could, they

00:24:59.359 --> 00:25:01.680
hope, potentially knock 20 years off his sentence.

00:25:01.940 --> 00:25:05.259
It's a huge legal long shot, a real Hail Mary,

00:25:05.519 --> 00:25:07.940
but it shows they are still fighting. But aside

00:25:07.940 --> 00:25:09.660
from the legal maneuvering, there was a major

00:25:09.660 --> 00:25:12.539
health scare just recently. in June of 2025.

00:25:12.940 --> 00:25:15.079
This is a very serious incident that highlights

00:25:15.079 --> 00:25:18.299
the grim reality of his life now. On June 13,

00:25:18.660 --> 00:25:22.000
2025, Kelly was rushed from the prison to a hospital

00:25:22.000 --> 00:25:25.039
following what was described as an apparent overdose

00:25:25.039 --> 00:25:27.839
or medical emergency. And the details from the

00:25:27.839 --> 00:25:30.240
attorneys are pretty alarming. They claim he

00:25:30.240 --> 00:25:32.359
was placed in solitary confinement on June 10,

00:25:32.599 --> 00:25:35.140
given anxiety medication, and then the dosage

00:25:35.140 --> 00:25:37.799
was increased. They say he got dizzy, lost his

00:25:37.799 --> 00:25:40.230
vision, and collapsed in his cell. And when he

00:25:40.230 --> 00:25:42.390
got to Duke University Hospital, reports from

00:25:42.390 --> 00:25:44.509
his legal team indicated he was diagnosed with

00:25:44.509 --> 00:25:47.509
blood clots in his lungs and legs. That is life

00:25:47.509 --> 00:25:49.950
threatening. A pulmonary embolism is no joke.

00:25:50.089 --> 00:25:52.349
And yet he was returned to prison on June 15th,

00:25:52.349 --> 00:25:54.730
apparently against medical advice. His lawyers

00:25:54.730 --> 00:25:57.250
immediately filed emergency motions citing mistreatment

00:25:57.250 --> 00:26:00.000
and a lack of proper care. It really paints a

00:26:00.000 --> 00:26:02.539
picture of a desperate, chaotic situation inside

00:26:02.539 --> 00:26:05.619
FCI Butner. It's a long, long way from the VIP

00:26:05.619 --> 00:26:08.180
section of the club, from charter jets and sold

00:26:08.180 --> 00:26:11.680
-out arenas. It is. It shows that while the music

00:26:11.680 --> 00:26:14.759
world has moved on, the human drama of R. Kelly's

00:26:14.759 --> 00:26:17.359
life is still very much active and volatile.

00:26:18.460 --> 00:26:20.920
Which leads us to the big, thorny question in

00:26:20.920 --> 00:26:24.119
our final section, Section 6, the artistry and

00:26:24.119 --> 00:26:27.670
legacy. How do we process all of this? We have

00:26:27.670 --> 00:26:29.690
to talk about the music itself, stripped of the

00:26:29.690 --> 00:26:31.930
context for just a second, to understand why

00:26:31.930 --> 00:26:34.369
he was so big in the first place. Musically,

00:26:34.450 --> 00:26:37.640
he was a bridge. He was a conduit. He connected

00:26:37.640 --> 00:26:40.579
the old school soul of his heroes, Donny Hathaway,

00:26:40.779 --> 00:26:43.480
Stevie Wonder, Marvin Gaye, with the new aggressive

00:26:43.480 --> 00:26:46.039
hip hop aesthetic. He brought the church to the

00:26:46.039 --> 00:26:48.359
club and the club to the bedroom. The church

00:26:48.359 --> 00:26:50.119
to the club. That's a perfect way to put it.

00:26:50.160 --> 00:26:52.940
His method was unique, too. Because of the dyslexia

00:26:52.940 --> 00:26:55.220
we mentioned, he recorded from the gut. It was

00:26:55.220 --> 00:26:57.859
all improvisational. He felt the music rather

00:26:57.859 --> 00:27:00.299
than reading it. And he had this uncanny ability

00:27:00.299 --> 00:27:02.819
to write songs that felt completely universal.

00:27:03.180 --> 00:27:06.299
I Believe I Can Fly is a global anthem. Ignition.

00:27:06.740 --> 00:27:09.619
Remix is to this day a party staple. And then

00:27:09.619 --> 00:27:11.720
there's the nickname he gave himself, the Pied

00:27:11.720 --> 00:27:14.519
Piper of R &amp;B. In hindsight, that moniker is

00:27:14.519 --> 00:27:18.500
just, it's chilling. Yeah. Originally, it was

00:27:18.500 --> 00:27:20.519
meant to mean he was leading people to the music,

00:27:20.559 --> 00:27:22.380
right? Like everyone follows him to the dance

00:27:22.380 --> 00:27:24.200
floor when the song comes on. Exactly. It was

00:27:24.200 --> 00:27:27.680
about charisma and influence. But now. When you

00:27:27.680 --> 00:27:29.539
view it through the lens of the grooming allegations

00:27:29.539 --> 00:27:32.799
and the convictions, the Pied Piper reads as

00:27:32.799 --> 00:27:35.220
a man luring children away from their homes with

00:27:35.220 --> 00:27:39.059
a captivating song. It's a grim, grim irony that

00:27:39.059 --> 00:27:41.920
he chose that name for himself. It feels like

00:27:41.920 --> 00:27:44.279
a confession he made decades before he was caught.

00:27:44.539 --> 00:27:47.099
And yet, despite all of this, the convictions,

00:27:47.339 --> 00:27:49.779
the 31 -year prison sentence, the chilling nicknames,

00:27:49.779 --> 00:27:52.099
the documentaries, we come back to where we started

00:27:52.099 --> 00:27:54.910
this conversation. Billboard magazine ranked

00:27:54.910 --> 00:27:57.109
him the number nine greatest R &amp;B artist of all

00:27:57.109 --> 00:28:01.369
time in 2025. That ranking is the crux of the

00:28:01.369 --> 00:28:03.690
entire latency problem. The music industry cannot

00:28:03.690 --> 00:28:06.029
erase the statistics. It can't pretend he didn't

00:28:06.029 --> 00:28:09.130
exist. He sold over 75 million records worldwide.

00:28:09.490 --> 00:28:11.849
He wrote and produced hundreds of hits for himself

00:28:11.849 --> 00:28:14.250
and others. He defined the sound of R &amp;B for

00:28:14.250 --> 00:28:16.849
two decades. You cannot tell the story of modern

00:28:16.849 --> 00:28:20.109
R &amp;B without R. Kelly. You can't. The foundation

00:28:20.109 --> 00:28:23.250
of so much modern R &amp;B and even pop is built

00:28:23.250 --> 00:28:25.250
on his production style, his vocal arrangements.

00:28:25.549 --> 00:28:28.529
But you also cannot tell his story without the

00:28:28.529 --> 00:28:30.849
abuse, without the crimes, without the victims.

00:28:31.069 --> 00:28:34.230
The two are inextricably linked. It's the ultimate

00:28:34.230 --> 00:28:37.809
test of separating art from artists. Can you?

00:28:39.000 --> 00:28:40.759
perhaps more importantly, should you? It's become

00:28:40.759 --> 00:28:42.799
a deeply personal question for every listener,

00:28:42.900 --> 00:28:45.740
hasn't it? For some, hearing Ignition remix at

00:28:45.740 --> 00:28:48.240
a wedding is just nostalgia. They hear the bounce,

00:28:48.359 --> 00:28:50.420
they remember the party, and they can make that

00:28:50.420 --> 00:28:52.940
separation. For others, it's an endorsement of

00:28:52.940 --> 00:28:54.859
a predator. They hear the voice of a man who

00:28:54.859 --> 00:28:56.859
hurt children, and it's impossible to ignore.

00:28:57.160 --> 00:28:59.740
The music remains embedded in the culture, even

00:28:59.740 --> 00:29:02.500
if the man himself has been muted. So as we wrap

00:29:02.500 --> 00:29:04.819
up this deep dive, what we're left with is this

00:29:04.819 --> 00:29:08.069
profoundly tragic trajectory. a prodigy born

00:29:08.069 --> 00:29:10.049
into poverty and trauma on the south side of

00:29:10.049 --> 00:29:12.690
Chicago, a boy who watched his first love drown

00:29:12.690 --> 00:29:15.309
and found his voice in the subway tunnels, a

00:29:15.309 --> 00:29:17.589
man who conquered the music world, wrote hits

00:29:17.589 --> 00:29:19.789
for Michael Jackson and Whitney Houston, and

00:29:19.789 --> 00:29:22.230
then used that immense power and status to exploit

00:29:22.230 --> 00:29:24.430
and abuse the most vulnerable among his fans.

00:29:24.650 --> 00:29:27.569
And now he sits in a cell in North Carolina,

00:29:27.710 --> 00:29:30.549
his health failing, his reputation in absolute

00:29:30.549 --> 00:29:33.490
tatters, while his songs still play on the radio

00:29:33.490 --> 00:29:35.920
somewhere in the world at this very moment. I

00:29:35.920 --> 00:29:38.299
want to leave you, our listener, with a final

00:29:38.299 --> 00:29:41.319
provocative thought. Think about that I Admit

00:29:41.319 --> 00:29:45.079
song and think about that 2025 Billboard ranking.

00:29:45.440 --> 00:29:48.279
In this digital age where everything is archived

00:29:48.279 --> 00:29:51.920
and accessible, can we ever truly delete a legacy

00:29:51.920 --> 00:29:54.500
that was this influential, this deeply woven

00:29:54.500 --> 00:29:57.059
into the fabric of our culture? Or does the music

00:29:57.059 --> 00:29:59.480
itself serve as a permanent, uncomfortable artifact

00:29:59.480 --> 00:30:02.680
of the era that created and enabled him? Is the

00:30:02.680 --> 00:30:05.680
music a monument to his talent? Or is it evidence

00:30:05.680 --> 00:30:07.859
of our complicity? It's a question that doesn't

00:30:07.859 --> 00:30:10.200
have an easy answer, but it's one we absolutely

00:30:10.200 --> 00:30:12.319
have to keep asking. Thank you for listening

00:30:12.319 --> 00:30:13.859
to The Deep Dive. We'll catch you on the next

00:30:13.859 --> 00:30:13.980
one.
