The 2023 GRAMMYs' ambitious, world-beating tribute to hip-hop's 50th anniversary is getting a lot of ink — for a very good reason.

Featuring an ensemble ranging from progenitors like Grandmaster Flash and Run-DMC, to legends such as Too Short and Missy Elliott, and modern-day practitioners like Lil Baby, GloRilla and Lil Uzi Vert, the tribute segment was stunning not only on a logistical level, but on conceptual, emotional and historical planes.

But the Recording Academy's tribute to this landmark in time wasn't siphoned off to that 15-minute segment — not even close. In fact, the entirety of Music's Biggest Night radiated with the courageous, intrepid, forward-thinking spirit of hip-hop.

The tribute performance was just one of many nods to rap during GRAMMY week. Days before, Lil Wayne, Missy Elliott and Dr. Dre were honored by the Recording Academy’s Black Music Collective in a ceremony that contained performances by Snoop Dogg, 2 Chainz and Ciara. And the pre-GRAMMY gala featured a performance from Weezy, Latto and Lil Baby.

At Music’s Biggest Night, the hip-hop love roared fully to life. Here are five ways hip-hop took over the 2023 GRAMMYs, a foreshadowing of an entire year in celebration of the epochal artform — with the extended hip-hop tribute as a springboard.

GloRilla performing at the 2023 GRAMMYs. Photo: Getty Images for the Recording Academy

A Global Hip-Hop Rager For The Ages

Until Music's Biggest Night, to fit hip-hop's evolution and essence into 15 minutes would seem logistically untenable. But the Academy did the impossible.

The Questlove-curated set moved lightning-quick from '70s and '80s pioneers, to 2000s radio dominators like Nelly, all the way to the current era.

Like with the last Super Bowl's ensemble cast of rap greats, the result was emotionally walloping, historically edifying and visually spectacular.

Most importantly, the music was exceptional — a tip of the hat to a precious form of American expression. To anyone who still subscribes to some form of stigma — you don't know what you're missing.

The Rap Categories Contained Serious Jewels

Let's take a step back, though, and examine the 2023 GRAMMYs' hip-hop nominees and winners themselves.

Kendrick Lamar was well-represented in both the General and Rap fields, and commensurately for Mr. Morale and the Big Steppers and Lamar's non-album single "The Heart Pt. 5."

For the former, Lamar won Best Rap Album; for the latter, Best Rap Song and Best Rap Performance. With the success of "The Heart Pt. 5," he is now the most-awarded artist in the latter category.

Together, these offerings comprise something of a creative and emotional watershed for Lamar. As for Pusha T, It's Almost Dry — nominated for Best Rap Album — contained some of his most crystal-sharp coke raps to date.

Plus, the sheer range of guests on DJ Khaled's GOD DID — nominated for Best Rap Album — could be the ultimate testament to his indomitable spirit, curatorial acumen and infectious sense of largesse.

This also applies to fellow nominees from Future, who won Best Melodic Rap Performance for "WAIT FOR U," to Jack Harlow, who was nominated liberally throughout the Rap field.

Given the level of craft throughout, hip-hop isn't just ripe to be celebrated for its past, but for its boundless future.

Dr. Dre Was Presented With A Global Impact Award

At the 2023 GRAMMYs, seven-time GRAMMY winner Dr. Dre was the recipient of the inaugural Dr. Dre Global Impact Award for his multitude of achievements through his innovative, multi-decade career.

Dr. Dre was presented the award after a plethora of televised bona fides, and offered his thanks to the Recording Academy and Black Music Collective for the prestigious honor in light of the Recording Academy's celebration of the 50th anniversary of hip-hop.

A tribute to Takeoff during the 2023 GRAMMYs. Photo: Getty Images for the Recording Academy

Quavo Performed A Moving Tribute To The Late Takeoff

There's a bittersweetness to celebrating hip-hop on a global scale in 2023, as so many of its best and brightest have died far too young in recent years.

Among these tragedies was the senseless death of Takeoff, one-third of the family-bound rap trio Migos, along with Offset and Quavo.

Read More: Remembering Takeoff: Why The Unassuming Rapper Was Foundational To Migos

As part of the In Memoriam segment, backed by worship ensemble Maverick City Music, Quavo honored his late nephew with a soul-searing version of "Without You."

"Tears rollin' down my eyes / Can't tell you how many times I cried," he rapped before an empty microphone stand, poignantly hung with Takeoff's chain. "Days ain't the same without you / I don't know if I'm the same without you."

John Legend, Fridayy, and DJ Khaled performing at the 2023 GRAMMYs. Photo: Kevork Djansezian/Getty Images for The Recording Academy

DJ Khaled & Company Closed The Curtain With "GOD DID"

At the end of the ceremony, DJ Khaled brought out collaborators Jay-Z, John Legend, Lil Wayne, Fridayy, and Rick Ross for a rendition of GOD DID's title track, which was nominated for Song Of The Year, Best Rap Song and Best Rap Performance.

Seated horizontally in an opulent, Last Supper-esque tableau, the stars sang their hooks while bathed in purple light, closing out the 2023 GRAMMYs with laconic flair.

It was a fitting conclusion to Music's Biggest Night, one that placed hip-hop where it belongs: on the top shelf.

2023 GRAMMY Nominations: See The Complete Winners & Nominees List

Today, Public Enemy's 1988 album It Takes a Nation of Millions to Hold Us Back is correctly viewed as a watershed not just for hip-hop, but all of music. But when Questlove's father overheard him playing it, it didn't even sound like music to him.

"He happened to pass my room while 'Night of the Living Baseheads' came on and he had a look of disgust and dismay, like he caught me watching porn," the artist born Ahmir Thompson tells GRAMMY.com. "He literally was like, 'Dude, when you were three, I was playing you Charlie Parker records, and I was playing you real singers and real arrangers, and this is what you call music? All those years I wasted on private school and jazz classes. This is what you like?'

"I couldn't explain to him: 'Dad, you don't understand. Your entire boring-ass record collection downstairs is now being redefined in this very album. Everything you've ever played is in this record,'" he says. "If my dad — who was relatively cool and hip, but just getting older — couldn't understand it, then I know there's a world of people out there that are really just like, whatever."

That nagging reality has powered him ever since — whether he's co-leading three-time GRAMMY winners the Roots, authoring books and liner notes, or directing Oscar-winning films.

And that path led straight to Questlove's role as a producer for "A GRAMMY Salute To 50 Years Of Hip-Hop," which will air Sunday, Dec. 10, from 8:30 to 10:30 p.m. ET and 8:00 to 10:00 p.m. PT on the CBS Television Network, and stream live and on demand on Paramount+.

Questlove makes no bones about it: working on that 12-minute Hip-Hop 50 revue at the 2023 GRAMMYs was taxing. So taxing, in fact, that he lost two teeth due to the psychological pressure. But he soldiered on, and the result is an inspiring rush of a two-hour special.

"The thing that really motivated me — Look, man, roll up your sleeves and run through this mud — was like, if there ever was going to be a hip-hop time capsule, a lot of the participants in this show are somewhere between the ages of 20 and 60, and everybody's still kind of in their prime," he says.

"So that way,” Questlove continues, “in 2030, 2040, 2050, when our great, great, great, great grandkids are born and they want to look up someone, this'll probably be one of the top five things they look up. And I wanted to be a part of that."

Read on for a rangey interview with Questlove about his role in "A GRAMMY Salute To 50 Years of Hip-Hop," in all its dimensions.

Ahmir "Questlove" Thompson and Tariq "Black Thought" on "The Tonight Show Starring Jimmy Fallon" in 2023. Photo: Todd Owyoung/NBC via Getty Images

This interview has been edited for clarity.

What can you tell me about your involvement in "A GRAMMY Salute To 50 Years Of Hip-Hop"?

I could be the guy that complains and complains and complains and complains: Man, I wish somebody would dah, dah, dah. Man, somebody needs to dah, dah, dah. And then the universe the whole time is poking you in the stomach like a dog. You think you're going to be drumming for life — like, that's your job.

So I went through this period where I just hated the lay of the land. And now people are like, "Well, the door is open if you want to come and see if you could change it." And for me, it was just important to.

And at first, I was really skeptical about this because even when I was an artist, my peers all the time would — I say in air quotes jokingly, but it's like, man, I know they're serious — they would just call me a suit. Whenever someone's called a suit in a sitcom or it is like, that's always the bad guy. Or especially for me that's known for all this artistry.

But for me, it's like, I can either just sit on the sidelines and watch this thing slowly kind of go in a direction that I don't want it to go. And often with the history of Black music in America, we're innovating this stuff, but we're really not behind the scenes in power positions to control it or to decide what direction it is. And it's a lot of heartbreaking and hard work.

After the success of the thing that we did in March — that 12-minute revue thing — I'll be honest with you. For 12 minutes that was like going through damn near, and I'm not even using hyperbolic statements by saying, coming out within an inch of my life.

When that moment was literally over and I was on the airplane landing back in New York, two of my teeth fell out. That's the level of stress I was [under]. Imagine landing in JFK and I got to rush to "The Tonight Show," but then it's like, Oh, wait, what's happening? Oh God, no! My teeth are falling out! And going to emergency surgery. My whole takeaway was like: Never again.

So of course when they hit me in July, "Hey, remember that 12 minute thing you did? You want to do the two-hour version of it?" I was like, "Hell no." And of course I hell noed for three weeks and it's like, "All right, I'll do it, but I'll just be a name on it. I ain't doing nothing." And then it went from that to like, "All right, what do you need me to do?"

What I will say is it's a two-hour show in which you got to figure out how to tell [the story of] hip-hop's 50-year totality — its origins, its peak period, its first moments of breaking new ground, the moment it went global around the world. You got to figure out a way to tell this story in two-hour interstitials and be all-inclusive. 

It was just as stressful, even up until four hours ago. I'll just basically say that my teeth didn't fall out, thank God. And it was worth everything, because it's really a beautiful moment.

Sorry for that 12-hour answer, but that's just how my life rolls.

It was a great answer. What was your specific role behind the scenes?

Oh, I'm a producer. Jesse Collins called a group of us in to help facilitate: me, LL [Cool J], Fatima Robinson, Dionne Harmon, Brittany Brazil. There's a group of nine of us who were producers.

So, [part of] my actual division of labor thing was finding people to help facilitate music. This is a genre in which maybe the first six years of the art form, there was no such thing as an instrumental. "Or, "Hey, J.Period, can you recreate 'Check Out My Melody' by Eric B. & Rakim with no vocals in it?"

Finding the right people to do the music, sometimes I'd have to do it myself. And a lot of people in hip-hop have been super burnt. Super burnt. And I mean, that's putting it lightly.

And so you're giving these impassioned, Jerry Maguire, help-me-help-you speeches. The amount of times I was like, "Look, I really want you to reconsider your answer. This is our legacy we're talking about."

I'm using terms that a lot of these people, frankly, are hearing for the first time, Because like I've said in past interviews, hip-hop started as outlaw music. No one thought it was going to be a thing. So there's a whole generation that had to lay out the red carpet, just so that the next generation could benefit from it while we disposed of them.

But then that next generation gets disposed of, and then here comes my generation. And then the next thing, you wake up and it's like, "Oh, we're not relevant anymore," and dah, dah, dah.

And I'm trying to convince people, "Wait, you don't understand. Now we have a seat at the table. Now we get to control. All that we talked about, we need to control our destiny, and this is our culture." And there was a lot of that. And some people [were like], "All right, I'll do it for you." [To which I said,] "No, no, don't do it for me. Do it for the culture."

But then there were also people like, "Man, never again. F— all that." And there was also, "Hey, why wasn't I asked?" and all that stuff.  So in these two hours, you're going to see eight to nine segments in which we try to wisely cover every base.

This is the "Lyricist" section, and this is the "Down South" section. And ["Ladies First"] is all about the ladies. And this is for those that passed away. And this is for the club bangers. And this is for music outside of America. And this is for the left-of-center alternative hip-hop.

Yes, we wanted to include everybody, but this is network television. And at that, you only get eight to 12 minutes at a time. So that's even hard. "Hey, why can't I do my chorus and my verse?" "Look, man, you got 32 seconds." If you've ever seen those "Tom and Jerry" cartoons where they're juggling plates in a kitchen — like 30 at a time — I don't recommend that to anybody.

But we got through it. I want everyone to feel proud of where hip-hop has come, because to be nine years old and to get on punishment for hip-hop — you know what I mean? I come from that generation. You've got to pay a price to live this culture.

And now it's established. So that's why I got involved. So there was a lot I had to do. A lot of calls, a lot of begging, a lot of arrangements, a lot of talking to people about clearing their samples, to call up publishing companies: "Look, it's just a four-second segment. It's just one drum roll. Can you please overlook it just for the sake of it?"

The amount of times I had to give those speeches. So yeah, that's what I had to do.

Jesus.

And that's just me. It's nine of us. So there's lighting directions, and choreography, and wardrobe, and dealing with clearance — like FCC, and, "They can't say that." And, "All right, which one of us is going to try to call Snoop to ask him that sort of thing?"

And the amount of Zooms that we were on at five in the morning in the Maldives or halfway around the world.

There must be some component of this process where you recognize that there could never be a perfect two-hour special. There could never be a perfect 200-hour special. There must be something freeing about realizing that nothing can be comprehensive when you're dealing with a cultural ocean like this.

[At one point], I had to take a hip-hop break. And the first thing that I did a week later, after recuperating, was I went on YouTube and I just watched every award show I remember watching — like prime Soul Train Awards back in '87, '88, '89, the years that Michael Jackson was killing the GRAMMYs.

Award shows were so magical to me, when I was a kid. There was a period just between five to maybe 15 or 16 in which I religiously watched that stuff, and you just take it for granted.

When Herbie Hancock did Rockit back in 1983 with all those mechanical break dancers, I wonder the work and the headaches that it took to make that happen. The drummer from Guns N' Roses [was] missing while they had to do "Patience" at the American Music Awards — and Don Henley, of all people, was just on the sidelines like, "Does anyone know how to drum?"

I was in the audience during the whole Chris Brown-Rihanna controversy of [2009]. I was literally at the GRAMMYs. There were like 40 minutes left, and I watched the producer run up the aisles.

Because the thing was, that was the year they decided, "You know what? This is going to be the first year in which we're going to ask artists to double down on stuff. So we're going to have Rihanna sing three songs, and we're going to have Chris do two songs. We're going to have Justin Timberlake. And then, suddenly, their absence now means that there's five major gaps open.

And they had 40 minutes left before they went to go live and I'm watching the producer make an announcement: "Ladies and gentlemen, something just happened. We can't get into it."

The level of viralness now on Instagram or Twitter is expected, but back then it was like, Oh, I wonder what happened? And they're just running up the aisles to Stevie Wonder, "Yo, can you [mimics rapid-fire, inaudible chatter]?"

And I'm looking at him, pondering: What the hell are they asking him? And then Stevie's getting up and doing it, and then, "Jonas Brothers, can you duh, duh, duh? Boyz II Men. Where's Al Green? Is Al Green here?" So literally, I'm watching them solve a headache in real time. And with 20 minutes left, backstage rehearsing, and we were really none the wiser.

I've seen that a few times. My very first GRAMMYs was when Luciano Pavarotti got sick and someone just randomly asked, "Hey, does anyone out there know the lyrics to 'Ave Maria'?" Aretha Franklin raised her hand, and we were all like, 'Wait, we mean the Italian version, like that 'Ave Maria.'" And she's like, "I do know the version."

We underestimated if Aretha Franklin from Detroit, Michigan knew how to sing something in Italian. And within a half hour she was on that stage and she killed that s—.

So it made me literally recapitulate every award show I ever watched.Now I'm watching with the analytical eye: I wonder what headaches it took to put that together? So, it changed me as a spectator and a participant.

I have a friend who's been a dedicated hip-hop fan his entire life. We were talking about the 50th anniversary of hip-hop. He questioned the entire enterprise, arguing that it's an arbitrary number that doesn't mean much to true rap fans. What does the 50th anniversary of hip-hop mean to you, personally?

Well, to me, it's important. There's an interlude that I put on the Things Fall Apart record. The album starts with an argument from [the 1990 film] Mo' Better Blues in which Denzel Washington and Wesley Snipes' jazz musician characters are arguing about just the disposability of the art form.

And it ends with a quote from Harry Allen saying that the thing about hip-hop is that most people think that it's disposable: Let me get what I can out this thing, and I'll throw them out the window. And on top of that, people don't even see it as art. And that really hit me in the gut, because I see the beauty of it.

This is kind of why I got into the game of: first it was with liner notes, and then with social media doing these mammoth history posts. And then it's like, Alright, well, let me write some books, because I'm afraid that no one's doing this level of critical thinking about this particular thing.

I know that the disdain and the dismissiveness that I got from some of hip-hop's participants does sort of stem from a place of ego being bruised. And it's righteous. It's righteous anger. But I also knew that if I sat on the sidelines, then it's like when I have grandkids and they Google this, and if it was a half-assed job, then that's my fault. And I definitely don't want to be the guy that talks, talks, complains, complains, without being a part of it.

So yeah, for the amount of people that prematurely died before the age of 30, and for the startling volume of people that have recently passed away in the last three years because of health issues, cardiac arrest, strokes, a lot of us are dying… You and I are talking right now, right when Norman Lear has passed away at the age of 101.

I just read that in The New York Times.

Dude, can you imagine "Tupac Shakur Dead at 103"? Can you imagine that for hip-hop?

It's a survival tool, because for a lot of us, that was the way out of poverty. It was vital for me. I couldn't just sit back and not watch one person behind the wheel. I have to be the designated driver. So, that's why it's important to celebrate that number.

And a big part of my convincing them was like when they were going to pass, like, "Nah, dog, I'm cool. I got a gig that night," I was like, "Dude, we're not going to do this for the 51st or the 52nd. And frankly, will we be here?" I will be 92 years old if it makes it to the 75th. You know what I mean?

The only person that got in my face was Latifah like, "Excuse me, I will be here for the 75th and I will be for the 100th. You don't know when I'm leaving." So I was like, "More power to you, Dana. All right, good. Queen Latifah will be here for the 100th."

What I'm gathering from what you're saying is that no matter what, it's important to have an organization of this prestige canonize this cultural force.

Oh, absolutely. And I know that oftentimes we play the game of public appearances for the gaze of the establishment. I don't want to get into that thing either: making performative celebrations just so that the mainstream can celebrate us.

I have to say that when you watch it, it really doesn't come off as compromised. This thing really looks good. That was the one thing that we laughed at in the group chat, like, "Man, we just went through Apocalypse Now, and are we all saying it was worth it?"

There are at least three people in my production thread that were sort of like, "Uh-huh, never again. I will never again subject myself." And one of them is dead serious. One of them started doing something the opposite, like, "Nah, I'm just doing classical music from now on. There's no stress there." But it was worth it. It was worth it to me.

Questlove in 2023. Photo: Jamie McCarthy/Getty Images

It looks to be a classy, expansive special. I'm excited for it to air.

The best part about it? So if you remember, to me, the star of the 12-minute version that we did at the GRAMMYs in March, was Jay-Z.

It was one of the things where it's like, "Hey, do we even ask Jay-Z?" And that's the one guy we decided ourselves, "Well, let's pass on him because number one, he's already performing with DJ Khaled, so we'll pass on him."

Jay-Z actually wound up being the star of that because he was a fan mouthing it in the audience, which to me was almost like better than us just doing a song with Jay-Z on stage. But the audience is the absolute star.

To see Chuck D smile — I've never seen Chuck D smile. As all these acts are coming out and Chuck D's like, singing <a href="https://www.grammy.com/news/sly-stone-velvet-underground-11-facts-about-grammy-legends">[Sly and the Family Stone's] "Everyday People," like Boston fans sing "Sweet Caroline" at Red Sox games. Who knew that Chuck D was so jovial about things? But that's with everyone in the audience watching, supporting each other.

So that to me is also an important thing because as audience members on stage, they're ripping it, but as audience members, they're supporting each other. And that, I think is the most important part, because a lot of my take was like, "Wow, I didn't know that dah, dah, dah was so supportive." Or, "Man, Nelly actually knows every Public Enemy lyric. Who knew?" There are a lot of "Who knew?" moments that will shock people for this show.

I'm so glad you brought that up. That was one of my favorite moments during the Hip-Hop 50 performance at the 2022 GRAMMYs. Jay-Z is a billionaire twice over and a global cultural figure, but we see him in the audience, grinning ear-to-ear like a little boy, doing finger guns in the air.

He's getting his life back. And it's important. Especially now, I'm all about joy. And it's not even just like this particular hip-hop figure celebrating his music.

When Chance the Rapper comes out, again, I'm like, "Wow, [Cee] Knowledge from Digable Planets knows Chance?" And then I was like, "Well, they got kids, so of course I'm sure their kids play around the house." I'm doing all this analytical things like, "Wait, how do they know this song? And this is past their age range."

And that to me is the most telling part of this whole thing, to watch generational people get out of their actual zone and to find out that they're fans of — when GloRilla comes out, to watch [Digable Planets' Ladybug] Mecca mouth the lyrics. I was just like, "Oh, wow, OK."

That kind of puts to bed that stereotype that we only listen to the music in our realm. So, yeah, man — to me, that was the magic part of it all.

10 Albums That Showcase The Deep Connection Between Hip-Hop And Jazz: De La Soul, A Tribe Called Quest, Kendrick Lamar & More

In the world of hip-hop, fashion is more than just clothing. It's a powerful means of self-expression, a cultural statement, and a reflection of the ever-evolving nature of the culture.

Since its origin in 1973, hip-hop has been synonymous with style —  but the epochal music category known for breakbeats and lyrical flex also elevated, impacted, and revolutionized global fashion in a way no other genre ever has.   

Real hip-hop heads know this. Before Cardi B was gracing the Met Gala in Mugler and award show red carpets in custom Schiaparelli, Dapper Dan was disassembling garment bags in his Harlem studio in the 1980s, tailoring legendary looks for rappers that would appear on famous album cover art. Crescendo moments like Kendrick Lamar’s performance at the Louis Vuitton Men’s Spring-Summer 2023 runway show in Paris in June 2022 didn’t happen without a storied trajectory toward the runway.

Big fashion moments in hip-hop have always captured the camera flash, but finding space to tell the bigger story of hip-hop’s connection and influence on fashion has not been without struggle. Journalist and author Sowmya Krishnamurphy said plenty of publishers passed on her anthology on the subject, Fashion Killa: How Hip-Hop Revolutionized High Fashion, and "the idea of hip hop fashion warranting 80,000 words." 

"They didn't think it was big enough or culturally important," Krishnamurphy tells GRAMMY.com, "and of course, when I tell people that usually, the reaction is they're shocked."

Yet, at the 50 year anniversary, sands continue to shift swiftly. Last year exhibitions like the Fashion Institute of Technology’s Fresh, Fly, and Fabulous: Fifty Years of Hip-Hop Style popped up alongside notable publishing releases including journalist Vikki Tobak’s, Ice Cold. A Hip-Hop Jewelry Story. Tabak’s second published release covering hip-hop’s influence on style, following her 2018 title, Contact High: A Visual History of Hip-Hop.

"I wanted to go deeper into the history," Krishnamurphy continues. "The psychology, the sociology, all of these important factors that played a role in the rise of hip-hop and the rise of hip-hop fashion"

What do the next 50 years look like? "I would love to see a hip-hop brand, whether it be from an artist, a designer, creative director, somebody from the hip-hop space, become that next great American heritage brand," said Krishnamurphy.

In order to look forward we have to look back. In celebration of hip-hop’s 50 year legacy, GRAMMY.com examines iconic moments that have defined and inspired generations. From Tupac walking the runways at Versace to Gucci's inception-esque knockoff of Dapper Dan, these moments in hip-hop fashion showcase how artists have used clothing, jewelry, accessories, and personal style to shape the culture and leave an indelible mark on the world.

The cover art to Eric B and Rakim’s Paid in Full

Dapper Dan And Logomania: Luxury + High Fashion Streetwear

Dapper Dan, the legendary designer known as "the king of knock-offs," played a pivotal role in transforming luxury fashion into a symbol of empowerment and resistance for hip-hop stars, hustlers, and athletes starting in the 1980s. His Harlem boutique, famously open 24 hours a day, became a hub where high fashion collided with the grit of the streets.

Dapper Dan's customized, tailored outfits, crafted from deconstructed and transformed luxury items, often came with significantly higher price tags compared to ready-to-wear luxury fashion. A friend and favorite of artists like LL Cool J and Notorious B.I.G., Dapper Dan created iconic one-of-a-kind looks seen on artists like Eric B and Rakim’s on the cover of their Paid in Full album.

This fusion, marked by custom pieces emblazoned with designer logos, continues to influence hip-hop high fashion streetwear. His story — which began with endless raids by luxury houses like Fendi, who claimed copyright infringement — would come full circle with brands like Gucci later paying homage to his legacy.

Athleisure Takes Over

Hip-hop's intersection with sportswear gave rise to the "athleisure" trend in the 1980s and '90s, making tracksuits, sweatshirts, and sneakers everyday attire. This transformation was propelled by iconic figures such as Run-D.M.C. and their association with Adidas, as seen in photoshoots and music videos for tracks like "My Adidas."

LL Cool J. Photo: Paul Natkin/Getty Images

LL Cool J’s Kangol Hat

The Kangol hat holds a prominent place in hip-hop fashion, often associated with the genre's early days in the '80s and '90s. This popular headwear became a symbol of casual coolness, popularized by hip-hop pioneers like LL Cool J and Run-D.M.C. The simple, round shape and the Kangaroo logo on the front became instantly recognizable, making the Kangol an essential accessory that was synonymous with a laid-back, streetwise style.

Dr. Dre, comedian T.K. Kirkland, Eazy-E, and Too Short in 1989. Photo: Raymond Boyd/Getty Images

N.W.A & Sports Team Representation

Hip-hop, and notably N.W.A., played a significant role in popularizing sports team representation in fashion. The Los Angeles Raiders' gear became synonymous with West Coast hip-hop thanks to its association with the group's members Dr. Dre, Eazy-E, and Ice Cube, as well as MC Ren.

 Slick Rick in 1991. Photo: Al Pereira/Getty Images/Michael Ochs Archives

Slick Rick’s Rings & Gold Chains

Slick Rick "The Ruler" has made a lasting impact on hip-hop jewelry and fashion with his kingly display of jewelry and wealth. His trendsetting signature look — a fistful of gold rings and a neck heavily layered with an array of opulent chains — exuded a sense of grandeur and self-confidence. Slick Rick's bold and flamboyant approach to jewelry and fashion remains a defining element of hip-hop's sartorial history, well documented in Tobak's Ice Cold.

Tupac Walks The Versace Runway Show

Tupac Shakur's runway appearance at the 1996 Versace runway show was a remarkable and unexpected moment in fashion history. The show was part of Milan Fashion Week, and Versace was known for pushing boundaries and embracing popular culture in their designs. In Fashion Killa, Krishnamurpy documents Shakur's introduction to Gianni Versace and his participation in the 1996 Milan runway show, where he walked arm-in-arm with Kadida Jones.

TLC. Photo: Tim Roney/Getty Images

Women Embrace Oversized Styles

Oversized styles during the 1990s were not limited to menswear; many women in hip-hop during this time adopted a "tomboy" aesthetic. This trend was exemplified by artists like Aaliyah’s predilection for crop tops paired with oversized pants and outerwear (and iconic outfits like her well-remembered Tommy Hilfiger look.)

Many other female artists donned oversized, menswear-inspired looks, including TLC and their known love for matching outfits featuring baggy overalls, denim, and peeking boxer shorts and Missy Elliott's famous "trash bag" suit worn in her 1997 music video for "The Rain." Speaking to Elle Magazine two decades after the original video release Elliot told the magazine that it was a powerful symbol that helped mask her shyness, "I loved the idea of feeling like a hip hop Michelin woman."

Diddy Launches Sean John

Sean "Diddy" Combs’ launch of Sean John in 1998 was about more than just clothing. Following the success of other successful sportswear brands by music industry legends like Russell Simmons’ Phat Farm, Sean John further represented a lifestyle and a cultural movement. Inspired by his own fashion sensibilities, Diddy wanted to create elevated clothing that reflected the style and swagger of hip-hop. From tailored suits to sportswear, the brand was known for its bold designs and signature logo, and shared space with other successful brands like Jay-Z’s Rocawear and model Kimora Lee Simmons' brand Baby Phat.

 Lil' Kim. Photo: Ron Galella/Ron Galella Collection via Getty Images

Lil’ Kim Steals The Show

Lil' Kim’s daring and iconic styles found a kindred home at Versace with

In 1999, Lil' Kim made waves at the MTV Video Music Awards with her unforgettable appearance in a lavender jumpsuit designed by Donatella Versace. This iconic moment solidified her close relationship with the fashion designer, and their collaboration played a pivotal role in reshaping the landscape of hip-hop fashion, pushing boundaries and embracing bold, daring styles predating other newsworthy moments like J.Lo’s 2000 appearance in "The Dress" at the GRAMMY Awards.

Lil Wayne Popularizes "Bling Bling"

Juvenile & Lil Wayne's "Bling Bling" marked a culturally significant moment. Coined in the late 1990s by Cash Money Records, the term "bling bling" became synonymous with the excessive and flashy display of luxury jewelry. Lil Wayne and the wider Cash Money roster celebrated this opulent aesthetic, solidifying the link between hip-hop music and lavish jewelry. As a result, "bling" became a cornerstone of hip-hop's visual identity.

Jay-Z x Nike Air Force 1

In 2004, Jay-Z's partnership with Nike produced the iconic "Roc-A-Fella" Air Force 1 sneakers, a significant collaboration that helped bridge the worlds of hip-hop and sneaker culture. These limited-edition kicks in white and blue colorways featured the Roc-A-Fella Records logo on the heel and were highly coveted by fans. The collaboration exemplified how hip-hop artists could have a profound impact on sneaker culture and streetwear by putting a unique spin on classic designs. Hova's design lives on in limitless references to fresh white Nike kicks.

Daft Punk and Pharrell Williams. Photo: Mark Davis/WireImage

Pharrell Williams' Hat At The 2014 GRAMMYs

Pharrell Williams made a memorable red carpet appearance at the 2014 GRAMMY Awards in a distinctive and oversized brown hat. Designed by Vivienne Westwood, the hat quickly became the talk of the event and social media. A perfect blend of sartorial daring, Pharrell's hat complemented his red Adidas track jacket while accentuating his unique sense of style. An instant fashion moment, the look sparked innumerable memes and, likely, a renewed interest in headwear.

Kanye’s Rise & Fall At Adidas (2013-2022)

Much more than a "moment," the rise and eventual fall of Kanye’s relationship with Adidas, was as documented in a recent investigation by the New York Times. The story begins in 2013 when West and the German sportswear brand agreed to enter a partnership. The collaboration would sell billions of dollars worth of shoes, known as "Yeezys," until West’s anti-semitic, misogynistic, fat-phobic, and other problematic public comments forced the Adidas brand to break from the partnership amid public outrage.

Supreme Drops x Hip-Hop Greats

Supreme, with its limited drops, bold designs, and collaborations with artists like Nas and Wu-Tang Clan, stands as a modern embodiment of hip-hop's influence on streetwear. The brand's ability to create hype, long lines outside its stores, and exclusive artist partnerships underscores the enduring synergy between hip-hop and street fashion.

A model walks the runway at the Gucci Cruise 2018 show. Photo: Pietro D'Aprano/Getty Images

Gucci Pays "homage" to Dapper Dan

When Gucci released a collection in 2017 that seemingly copied Dapper Dan's distinctive style, (particularly one look that seemed to be a direct re-make of a jacket he had created for Olympian Dionne Dixon in the '80s), it triggered outrage and accusations of cultural theft. This incident sparked a conversation about the fashion industry's tendency to co-opt urban and streetwear styles without proper recognition, while also displaying flagrant symbols of racism through designs.

Eventually, spurred by public outrage, the controversy led to a collaboration between Gucci and Dapper Dan, a significant moment in luxury fashion's acknowledgement and celebration of the contributions of Black culture, including streetwear and hip-hop to high fashion. "Had Twitter not spotted the, "Diane Dixon" [jacket] walking down the Gucci runway and then amplified that conversation on social media... I don't think we would have had this incredible comeback," Sowmya Krishnamurphy says.

A$AP Rocky x DIOR

Self-proclaimed "Fashion Killa" A$AP Rocky is a true fashion aficionado. In 2016, the sartorially obsessed musician and rapper became one of the faces of Dior Homme’s fall/winter campaign shot by photographer Willy Vanderperre — an early example of Rocky's many high fashion collaborations with the luxury European brand.

A$AP Rocky's tailored style and impeccable taste for high fashion labels was eloquently enumerated in the track "Fashion Killa" from his 2013 debut album Long. Live. ASAP, which namedrops some 36 luxury fashion brands. The music video for "Fashion Killa" was co-directed by Virgil Abloh featuring a Supreme jersey-clad Fenty founder, Rihanna long before the two became one of music’s most powerful couples. The track became an anthem for hip-hop’s appreciation for high fashion (and serves as the title for Krishnamurphy’s recently published anthology). 

Cardi B. Photo: Steve Granitz/WireImage

Cardi B Wears Vintage Mugler At The 2019 GRAMMYs

Cardi B has solidified her "it girl" fashion status in 2018 and 2019 with bold and captivating style choices and designer collaborations that consistently turn heads. Her 2019 GRAMMYs red carpet appearance in exaggerated vintage Mugler gown, and many custom couture Met Gala looks by designers including Jeremy Scott and Thom Browne that showcased her penchant for drama and extravagance.

But Cardi B's fashion influence extends beyond her penchant for custom high-end designer pieces (like her 2021 gold-masked Schiaparelli look, one of nine looks in an evening.) Her unique ability to blend couture glamour with urban chic (she's known for championing emerging designers and streetwear brands) fosters a sense of inclusivity and diversity, and makes her a true trendsetter.

Beyoncé & Jay-Z in Tiffany & Co.’s "About Love" campaign

The power duo graced Tiffany & Co.'s "About Love'' campaign in 2021, showcasing the iconic "Tiffany Yellow Diamond," a 128.54-carat yellow worn by Beyoncé alongside a tuxedo-clad Jay-Z. The campaign sparked controversy in several ways, with some viewers unable to reconcile the use of such a prominent and historically significant diamond, sourced at the hands of slavery, in a campaign that could be seen as commercializing and diluting the diamond's cultural and historical importance. Despite mixed reaction to the campaign, their stunning appearance celebrated love, adorned with Tiffany jewels and reinforced their status as a power couple in both music and fashion.

Kendrick Lamar Performs At Louis Vuitton

When Kendrick Lamar performed live at the Louis Vuitton Men’s spring-summer 2023 runway show in Paris in June 2022 following the passing of Louis Vuitton’s beloved creative director Virgil Abloh, he underscored the inextricable connection between music, fashion and Black American culture.

Lamar sat front row next to Naomi Campbell, adorned with a jeweled crown of thorns made from diamonds and white gold worth over $2 million, while he performed tracks including "Savior," "N95," and "Rich Spirit'' from his last album, Mr. Morale and the Big Steppers before ending with a repeated mantra, "Long live Virgil." A giant children’s toy racetrack erected in the Cour Carrée of the Louvre became a yellow brick road where models marched, clad in designer looks with bold, streetwear-inspired design details, some strapped with oversized wearable stereo systems.

Pharrell Succeeds Virgil Abloh At Louis Vuitton

Pharrell Williams' appointment as the creative director at Louis Vuitton for their men's wear division in 2023 emphasized hip-hop's enduring influence on global fashion. Pharrell succeeded Virgil Abloh, who was the first Black American to hold the position.

Pharrell's path to this prestigious role, marked by his 2004 and 2008 collaborations with Louis Vuitton, as well as the founding of his streetwear label Billionaire Boy’s Club in 2006 alongside Nigo, the founder of BAPE and Kenzo's current artistic director, highlights the growing diversity and acknowledgment of Black talent within high fashion.

Listen To GRAMMY.com's 50th Anniversary Of Hip-Hop Playlist: 50 Songs That Show The Genre's Evolution

Thirty years ago, a rap music legend began his journey to immortality — and to Martha Stewart.

Most in-the-know music fans were aware of Snoop Doggy Dogg (as he was then known) because of his collaborations with Dr. Dre. First there was "Deep Cover" from the soundtrack of the film of the same name. Then there were his memorable contributions to Dre's The Chronic, which came out in late 1992. 

So the world was primed for Snoop's solo debut Doggystyle when it was released into the world on November 23, 1993. The album sold around 800,000 copies in its first week, and set the stage for Snoop to become a superstar, one who would eventually reach a stage of pop-culture ubiquity that mid-90s rap fans — and those people who saw his scowl on the cover of Newsweek as the literal face of the question of whether rap was too violent — could have never imagined.

To celebrate the anniversary of Doggystyle's release, GRAMMY.com is revisiting the D-O-double-G's biggest and best musical moments. A quick note: this list does not include songs that appear on another artist's album (hey, we had to draw the line somewhere!), so there's no "Nuthin' But A 'G' Thang" or "2 of Amerikaz Most Wanted." And we tried to pull from all eras of his career, so it's not all Doggystyle (though you should, of course, listen to that classic in its entirety). 

So with all that said, here we are: 15 of Snoop Dogg's most popular and most dynamic songs. 

"Deep Cover" with Dr. Dre, Deep Cover soundtrack (1992)

Snoop's very first recorded song — his introduction to the world at large — occurred over a Dre beat so powerful, with a bassline so iconic, that it became the foil for not one, not two, but three classic songs (plus a nasty Biggie freestyle). The duo's lyrical chemistry was undeniable as they traded verses throughout. And, of course, there's the song's chorus, in which Snoop introduced California penal code 187 into the national lexicon.

The track and its video loosely parallel the plot of the movie on whose soundtrack it appears, the absolutely nuts (and surprisingly entertaining) Deep Cover, directed by Bill Duke and starring Laurence Fishburne. 

"Who Am I (What's My Name)?" Doggystyle (1993)

This track wasn't just the world's introduction to Doggystyle — it lets fans know that the Dre-and-Snoop chemistry they'd heard on The Chronic was not a fluke. The track's George Clinton and P-Funk interpolations also showed that Dre was still in his bag, and Snoop's vocal performance was one for the ages. Still in his very early 20s, the rapper was adept at mythmaking, showing the audience how he would "step through the fog" and "creep through the smog" to deliver his charismatic raps.

As if that wasn't enough, the song's Fab 5 Freddy-directed video showed Snoop's sense of humor, as it featured the rapper and his compatriots morphing into literal dogs. 

"Gin and Juice," Doggystyle (1993)

Any rap fan of a certain age can not only spit this song word for word, but also quote pretty much every line in the video ("Snoop Doggy Dogg! You need to get a jobby-job"). Just say the words "Laid back…" to pretty much anyone who is at the age where they can say complete sentences, and you'll get "With my mind on my money and my money on my mind" in response.

The song and video created an image for Snoop that was fun-loving and comic — one that he rode (sometimes in a Chrysler) all the way to a decades-long career as a pitchman, TV host and overall personality that would at first glance seem incongruous for an avowed Crip from Long Beach. Beyond all the myth-making, though, it's just a fantastic song, one that Rolling Stone included in its 100 best rap songs of all time list.

"Gz and Hustlas," Doggystyle (1993)

This Doggystyle highlight begins with a hilarious skit that ends with a funny and profane punchline from a very young Bow Wow. It just gets better from there.

Snoop has said that this is one of his two personal favorites from his debut album. Not unrelatedly, he's also admitted that the whole thing was improvised while he was just checking a mic. And as we'll see on the "Afro Puffs" remix, freestyling Snoop is the best Snoop. That's certainly the case here. The sample of Bernard Wright's "Haboglabotribin" provides the perfect soundtrack for the ride. 

"Murder Was the Case," Doggystyle (1993)

This song is the Faustian tale of a young man who survives a shooting by selling his soul to the devil in exchange for eternal life and a life of riches and success. But, as always with these stories, the protagonist's greed gets the better of him, and the devil gets his due. The narrator ends the story locked up, with only a prison riot to look forward to.

It's a gripping tale that would have eerie real-life resonance when Snoop was actually charged with murder, a charge on which he was famously acquitted. He wrote the song before the incident, a coincidence that affected him so deeply that he decided that "maybe I shouldn't be writing about devilish s— like this."

"Afro Puffs (Extended Remix)" with The Lady of Rage, Above the Rim soundtrack (1994)

Snoop is at his best when he's in the moment — when he's relaxed, freestyling and rapping in his inimitable style about whatever is on his mind. His opening verse on this song is perhaps the quintessential example of that.

He sounds completely at ease, swinging, developing ideas in an unforced way. It's like you're in the studio with Snoop for two solid minutes, watching him warm up and get comfortable. It's a performance style he wouldn't duplicate on any other studio track, even the ones he would also make up on the spot. 

"Woof! (feat. Fiend and Mystikal)," Da Game Is To Be Sold, Not To Be Told (1998)

One of Snoop's first major business and stylistic switches happened in March 1998, when he signed to No Limit Records. What was a Long Beach gangsta rapper doing on a New Orleans label? Well, it turned out to be a pretty great fit, at least on "Woof!"

The track was the second single on Snoop's No Limit debut, and it featured two of the label's stars, Fiend and Mystikal. The Dogg fits perfectly on a track in the label's aggressive, chant-based Southern style (even the track's percussive dog barks manage to add intensity). Snoop adopts a more free rhythmic approach here, perhaps influenced by his all-over-the-beat labelmates. It's fascinating to hear, and it works amazingly well.

"B— Please (feat. Xzibit)," No Limit Top Dogg (1999)

One of the things Snoop is greatest at is, to put it in crass, unavoidable terms, pimp talk. "B— Please" might be his ultimate entry into the genre. This song features a memorable performance by Xzibit and some classic singing from Nate Dogg. And the Dr. Dre beat is instantly memorable. But what really puts the song over the top is the confidence and style with which Snoop orders an unnamed lady to "hem my coat and roll me some dope."

Bonus points go to this track for its sequel, which appeared on Eminem's The Marshall Mathers LP, and which features Em doing a hilarious Snoop impression.

"Lay Low (feat. Master P, Nate Dogg, Butch Cassidy, and Tha Eastsidaz)," The Last Meal (2000)

Yes, Xzibit wrote Snoop's verse on this classic posse cut featuring rapping contributions from the Eastsidaz and Snoop's then-label boss Master P. But that doesn't make the Doggfather's contribution any less smooth. It doesn't prevent Nate Dogg's hook from being an unstoppable ear worm. It doesn't make Dr. Dre's beat any less of a minimalist masterpiece. It doesn't make the Eastsidaz's appearances less effective. And it certainly doesn't diminish in any way the single best part of the song: Master P rapping, "They call me Jed Clampett for all the bread I got/ But they call me Bill Clinton for all the head I got."

"Beautiful (feat. Pharrell Williams and Charlie Wilson)," Paid Tha Cost To Be Da Bo$$ (2002)

Snoop teaming up with Pharrell gave the Dogg a much-needed early aughts career boost. It turned out that Snoop and P made an unbeatable combination, and one that we will see again later in this very list.

"Beautiful" features an instantly memorable beat whose repetitive syncopated rhythms immediately drive into the listener's skull and don't let up until the song is over. Add in Pharrell's so-off-key-they're-somehow-on vocals, and you have a track that stands out even in the era of Neptunes ubiquity. Snoop adds his own style and grace, and, somehow, a (presumably intentionally) charmingly awkward reference to Clueless.

"Drop It Like It's Hot (feat. Pharrell Williams)," R&G (Rhythm & Gangsta): The Masterpiece (2004)

Snoop and Pharrell made a number of great songs, but this is arguably their masterpiece. This No. 1 hit was so popular that even its ringtone version went double platinum. It was also nominated for a GRAMMY. But accolades and numbers are secondary.

What makes this track is the perfect melding of one the Neptunes' greatest non-Clipse minimalist beats with Snoop's laid-back rapping (and a verse from Pharrell in which he bends his approach towards Snoop's to superb effect). Snoop sounds so relaxed that you might miss all the tough talk, which is delivered in his patented stylish way ("Pistol-whip you, dip you, then flip you/ Then dance to this mothaf—in' music we Crip to"). 

"Think About It," Tha Blue Carpet Treatment (2006)

This is the song Snoop chose to demonstrate to his own son that after nearly 15 years in the rap world, he could still hold his own. He couldn't have made a better choice.

"Think About It" is dense, wordy, even "intellectual" — a word Snoop comes back to a few times in the track. It's also a seemingly incongruous mixture of aggressive rapping, where Snoop sounds like he's really pushing himself; with laid-back music reminiscent of 1970s soul. And yet that combination, which could be off-putting, somehow works to the advantage of both elements of the song, supplying the rapping with needed comfort and style; and the music with energy and drive.

"Sensual Seduction," Ego Trippin' (2007)

Sometimes known by its uncensored title "Sexual Eruption," this Shawty Redd-produced track was one of Snoop's biggest chart hits, making it all the way to No. 7 on the Billboard Hot 100. It's also a big left turn for him, featuring Auto-Tuned singing throughout, minus a rap verse in the middle.

The incredibly catchy number started its life as a Shawty Redd solo song called "Drifter," which got leaked and hit the radio. "Snoop wanted to buy that song," Shawty told me a few years back. "At the time, Sylvia Rhone was signing me to Universal/Motown as an artist, and I couldn't sell Snoop that song. So I ended up making ['Sensual Seduction']."

"Young, Wild & Free" (Snoop Dogg & Wiz Khalifa feat. Bruno Mars) Mac & Devin Go To High School (2011)

This track brings together Snoop and a younger weed-obsessed rapper, Wiz Khalifa. But what really makes it a winner is the addition of Bruno Mars, who at that time was in the middle of an absolutely unstoppable run with his crew the Smeezingtons as a hitmaker for both himself and others. This was "F— You"/ "Billionaire"/ "Nothin' on You"-era Bruno, and his composition and hook here is right up there with those pop masterpieces. Snoop and Wiz trade rhymes back and forth with a chemistry that, while perhaps plant-induced, can't be faked.

"I'm From 21st Street (feat. DJ Drama and Stressmatic)," Gangsta Grillz: I Still Got It (2022)

Snoop spent much of the past decade doing unusual one-offs (see 2013's reggae album Reincarnated and 7 Days of Funk, a funk project with DāM-FunK, or 2018's gospel compilation Snoop Dogg Presents Bible of Love, among others). So when he wanted to get back to his rap roots in 2022, he teamed with Gangsta Grillz mastermind DJ Drama to release a mixtape called I Still Got It. The project, and especially this song, more than proves the title correct.

Snoop tears up the Rick Rock-produced beat, sounding more energized and hungry than he has in a while. The subject matter may be somewhat well-trod ground (it's not far removed from his 1994 track "21 Jumpstreet," which could easily have made this list as well), but how he talks about his past, and the intensity he brings to it, shows that Snoop can still produce great music 30 years into his career. 

A Guide To Southern California Hip-Hop: Definitive Releases, Artists & Subgenres From L.A. & Beyond

Nearly 60 years into his career, Sly Stone remains thankful.

His recently released memoir, Thank You (Falettinme Be Mice Elf Agin), offers an earnest look into the life and music of the funk and soul giant.

"He's at the top of the pantheon for a certain part of rock ‘n’ roll and funk and soul, and should stay there," says Ben Greenman, who co-authored the memoir.

The book – which is the inaugural release on Questlove’s publishing imprint, AUWA Books – pulls its title from Sly and the Family Stone’s 1969 single of the same name.

"When I'm co-writing with somebody, they start to define the rhythm," says Greenman, who’s also co-written memoirs from Questlove, Brian Wilson, and George Clinton. "Sometimes I'll pitch a certain structure. Other times in the course of talking, they start to develop their own sense and rhythm of things and then you have to reflect that."

Thank You comes over 40 years since Stone released his final album, Ain’t But the One Way, and reflects on the musician’s career, along with surprising, little-known moments. To Greenman, Stone’s tales were reflective of his headspace in the late-1960s and throughout the ‘80s, when  the artist was often preoccupied with a chaotic rock ‘n’ roll lifestyle.

Towards the midpoint of the book, Stone hilariously shared that he once loaned a Cadillac to  Etta James, although the police later discovered that the vehicle was stolen. 

"The assumption that I had is ‘Oh my God, you gave her this car and good faith and then it turned out it was stolen. How embarrassing, Greenman explains. "But the vibe I got was he probably knew, he just thought that the fake papers on it would hold. That story was so strange and weird and out of nowhere, but sort of representative of what it must have been [like] to be him at that time."

Despite certain points of misfortunes in Stone’s journey, including decades-long drug abuse, the Sly and the Family Stone frontman carried on as an prestigious musical act. To honor Stone’s legacy and Thank You, here are nine takeaways from the book. 

Stone Started Out In A Family Group

Stone, born Sylvester Stewart, began in music as part of 1950s family gospel group the Stewart Four. The second of five children, the Pentacostal family  got their start in church upon relocating from Denton, Texas to Vallejo, California. The siblings all learned an recited material by gospel pioneers Mahalia Jackson, the Soul Stirrers, Brother Joe May and the Swan Silvertones.

Stone’s parents, K.C. and Alpha, were multi-instrumentalists who noticed their children’s musical forte, and the Stewart Four signed a hyperlocal single deal with the Church of God in Christ, the Northern California Sunday School Dept. Released in 1956, Stone’s first-ever record "On The Battlefield / Walking In Jesus Name" was limited to roughly 100 copies.

Stone Influenced Herbie Hancock And Miles Davis

Sly and the Family Stone debuted in 1967 with A Whole New Thing, and the collective reinvented funk and progressive soul with follow-ups Dance to the Music, Life, Stand!, and their 1971 landmark There's a Riot Goin' On. Their 1973 album Fresh came at an auspicious time for Sly devotees.

Jazz greats Miles Davis and Herbie Hancock took notice of Stone's musicianship. The artist was a direct influence for Hancock’s seminal 1973 album Head Hunters, which includes a punchy jazz fusion cut named after Stone.

Stone recalls that in 1973, Columbia Records dropped multiple jazz acts, including  Charles Mingus, Bill Evans and Keith Jarrett, in favor of rock and funk artists. Miles Davis was fascinated by the introductory Fresh track "In Time"; according to Stone, Davis was rumored to have replayed the song for his band to "work out the rhythms of it."

The Black Panther Party Took Offense To The Family Stone 

Sly and the Family Stone almost ended before the group went mainstream. In the ‘60s, the Bay Area-based group were neighbors to the Oakland chapter of the Black Panther Party. 

The organization protested the band’s for leaning into "what White America wanted," per Stone. The Panthers disdained the presence of white members Jerry Martini (saxophonist) and Greg Errico (drummer), pressuring Stone to get rid of the musicians. 

Early BPP leader Eldridge Cleaver also wanted Stone to make a six-figure donation to the cause, which Stone refused. Stone condemned the Panthers’ defiance of laws  and considered his group to be politically neutral.

Bob Marley And The Wailers Were Removed From The Family Stone’s 1973 Tour

In October 1973, Bob Marley and the Wailers began their first U.S. tour as a supporting act for Sly and the Family Stone. The 17-date tour ended after four shows for the reggae band, who had just released their seminal Catch A Fire. 

From Stone’s perspective, the Wailers weren’t a "good match" for American crowds at the time, and Bunny Wailer was no longer performing with the group. Stone dismissed allegations that his group felt they were upstaged.

"They played slow. They had accents," Stone wrote about the Wailers, adding, "There was no offense on our part but we shipped them off."

"How was Bob a threat to Sly Stone?" Joe Higgs, in the 2017 Marley biography So Much Things to Say. People said they can’t hear us: our accent, they couldn’t understand; our rhythm, too slow. We weren’t happening. And our outfits were inappropriate. We were rebels."

Stone And Kathy Silva Had 20,000 Guests At Their Madison Square Garden Wedding

Stone’s marriage to actress-model Kathy Silva was arguably the first concert-turned-wedding. The couple wed on June 5, 1974 at Madison Square Garden. Plans were made in a rush, and guests who received invitations were asked to RSVP by May 31.

An audience of almost 20,000 (some who paid as little as $8.50) attended the wedding ceremony, which doubled as Sly and the Family Stone’s concert. The Temptations co-founder Eddie Kendricks performed first before Stone’s mother and niece, Lisa, gave religious acknowledgements. 

Later, on the Starlight Roof at the Waldorf Astoria, champagne flowed and guests dug into a cake shaped like a vinyl record. A reception featured soul food and Japanese cuisine, honoring their Black and Hawaiian heritage.

The day after the special occasion, Stone discovered that wedding officiant Bishop B.R. Stewart wasn't registered in New York, but paperwork was hurried to the city clerk to make the marriage legally official.

Stone And Prince Almost Collaborated

Although Sly and the Family Stone disbanded in 1983, Stone had his eyes on up-and-coming artists. Stone was told that a young Prince was a "new version" of himself and peers Little Richard and Jimi Hendrix. Stone’s then-girlfriend (and now-manager) Arlene Hirschkowitz encouraged  the artists to collaborate following a late-’80s meeting at L.A.’s Roxbury Club. 

"I wasn't always on Prince, but that day I was," Stone wrote. "I told [Hirschkowitz] that I was excited about the idea and I meant it. But he never called."

Stone And George Clinton Were Close Friends 

In the mid-’70s Sly and the Family Stone was a supporting act on the collective’s P-Funk Earth Tour. After the Family Stone disbanded in the ‘80s, Sly Stone reconnected with fellow funkateer George Clinton. 

Clinton owned a farm in Michigan, where he and Stone dabbled in recreational drugs in their downtime. The two closely worked together, with Stone co-writing "Catch a Keeper" for Clinton’s all-female group the Brides of Funkenstein, composed of four women who were previously Stone’s background vocalists. The song was later released by the P-Funk All-Stars, and the Funkenstein was shelved, but Stone also had a writing credit on 1981 Funkadelic album The Electric Spanking of War Babies ("Funk Gets Stronger").

As Stone’s collaboration with P-Funk continued, he noticed that bassist and vocalist Bootsy Collins replicated his style. "Sometimes when I was out walking people would call to me, ‘Bootsy! Bootsy!’ I didn’t mind it so much," Stone wrote.

Michael Jackson Offered To Return Sly Stone’s Catalog

Stone was friendly with the Jackson family, mainly vocalist and former Jackson 5 member, Jermaine, but it was Michael Jackson who upheld Stone’s music. In 1983, Jackson acquired the international rights to Sly and the Family Stone’s catalog. The acquisition was Jackson’s first under his publishing company, MIJAC Music, as Stone didn’t assume that the group’s old songs were of monetary value.

Shortly before his death, Jackson offered to return Stone’s catalog under an agreement that he would go to substance abuse rehab. Stone disagreed with Jackson’s terms, even being a no-show to a meeting that the King of Pop scheduled. Stone later tried to make amends by sending  Jackson a letter, though Jackson never received it. Someone sold the letter as memorabilia. 

In 2019, Stone closed a deal with MIJAC, allowing Stone to keep minority interest in the catalog and resume collecting on his music.

Sly Stone Was Honored With A Recording Academy Lifetime Achievement Award

The music of Sly and the Family Stone was featured in a tribute performance at the 2006 GRAMMYs. The Nile Rodgers-curated ceremony consisted of tribute performances from Joss Stone, John Legend, and Van Hunt ("Family Affair"), Maroon 5 ("Everyday People"), will.i.am ("Dance to the Music"), with Steven Tyler and Stone ending with "I Wanna Take You Higher." The live show was Stone’s first since 1987.  

In 2017, Sly Stone was honored with the Recording Academy's Lifetime Achievement special merit award.

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