GRAMMY-winning rapper and music mogul Jay-Z has announced his Shawn Carter Foundation is joining forces with Toyota to provide free bus tours to help students visit historically black colleges and universities

The annual tour, which has been operating since 2007, will take high school students from 125 invited schools in the New York and New Jersey area on a week-long trip to visit 11 HBCUs around the country. The tour includes stops in Washington, D.C. and Atlanta and will give students the opportunity to meet with college admissions counselors as well as students invovled with the Shawn Carter Foundation at each school. Fittingly, all high school seniors selected for the tour have been provisionally accepted to at least one college or university on the tour schedule.

The foundation will facilitate college preparation workshops at the 125 participate in weekend sessions that focus on, "ACT/SAT prep, college essay and academic resume building, interview skills, and how to dress for success," according to Black Enterprise.

Since its inception in 2003, when Jay-Z and his mother Gloria Carter founded the organization, the Shawn Carter Foundation has touched the lives of hundreds of high school students, helping them prepare with the tools - and in some cases, the finances - for a successful transition into college. During their celebrated On The Run II tour last year, Jay-Z and Beyoncé donated over $1 million in scholarship funds, with a $100,000 scholarship being awarded to one exceptional high school senior during each of the tour’s U.S. stops.

For more information on the Shawn Carter Foundation, visit the organization's website.

Beyoncé Created A Space To Celebrate Black Culture At Coachella & More Things 'Homecoming' Taught Us

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

2023 has seen countless tributes to hip-hop, celebrating both its golden anniversary and the staying power of a genre that was vilified, underestimated, and branded a passing fad for decades. Nonetheless, while 50 is a major milestone, many believe hip-hop reached its peak decades ago.  

At the tail end of the golden age of hip-hop, the genre reached a new level of maturity. Twenty-five years ago, hip-hop music demonstrated a wide variety of production styles and a diversity of perspectives. Further proving that 1998 was a high watermark for hip-hop, several important and stylistically distinct albums by Jay-Z, Black Star, A Tribe Called Quest and Outkast were even released on the same day.

This diversity of expression resulted in multiple commercially successful, distinct subgenres and niche audiences. The culture moved beyond the bi-coastal hostility that had culminated in the tragic murders of Tupac and Biggie, and the South asserted itself in a big way. The year’s versatility was demonstrated through the emergence of an underground scene that was critical of mainstream hip-hop’s consumerist mentality, but nonetheless thrived alongside commercially successful albums by both new and established artists.  

Southern Hip-Hop Earns Respect 

By 1998 groups beyond the East and West Coasts had started to gain national visibility — a hallmark of hip-hop's growing maturity. 

While Outkast's Andre 3000 famously declared that  "The South got somethin’ to say" in1995, the group didn't earn widespread respect and recognition until three years later. Released in September 1998, Aquemini, garnered near-universal praise — earning Outkast a notoriously rare five mics in The Source — and is still considered to be one of hip-hop’s greatest albums. 

No other hip-hop group sounded like Outkast, and Southern flavor and slang pervaded the album (see the harmonica breakdown in "Rosa Parks"), but it was also the live instrumentation on tracks like "Liberation" and "SpottieOttieDopaliscious" that made the album so special. 

Fellow ATLiens Goodie MOB, a group in the Dungeon Family collective, also released an album in '98. Like Aquemini, their sophomore effort Still Standing was produced largely by Organized Noize and featured a similar production style. 

Outkast and Goodie MOB collaborated often in the 1990s: Aquemini’s "Liberation" only works because of the deeply soulful vocals of Goodie MOB’s Cee-Lo, and Still Standing’s "Black Ice" features one of Andre 3000’s most poetic and brilliant verses. While speaking to the many struggles of being young, Black and poor in the South, these two groups demonstrated how regional pride could be asserted in a more positive way, instead of spilling over into real-life violence; it was evidence of hip-hop’s maturity.

On the more commercial side, Atlanta rapper/producer Jermaine Dupri — who was already producing and writing songs for major R&B artists like Usher and Mariah Carey — released his debut album, resulting in one of the hits of the summer: the bouncy Jay-Z collaboration "Money Ain’t A Thang." New Orleans was also becoming an important locus of Southern hip-hop by 1998, with Master P’s No Limit Records releasing albums by Master P himself, Silkk the Shocker, C-Murder, Mystikal, and Snoop Dogg. Hits included "Make ‘Em Say Ugh" and "It Ain’t My Fault," both containing Mystikal’s distinctive high-pitched growling; his lightning-fast verse on the first song is truly something to behold. Also from Crescent City, Cash Money Records struck gold with Juvenile’s 400 Degreez and his booty-shaking anthem, "Back That Azz Up."

The Rise of Underground Hip-Hop

1998 was also the year "underground" hip-hop bubbled to the surface as a reaction to the genre’s crossover success. It was defined primarily by a critique of the presumed excessive consumerism of mainstream hip-hop, and a desire to return to the days when DJs, b-boys and graffiti artists were as important as rappers. 

Turntablism was strongly associated with this style, as were cyphers — gatherings where rappers, b-boys and beatboxers would form a circle and engage in freestyle battles. The emergence of underground hip-hop was another sign that the genre was maturing as a whole; artists were no longer as worried about the ghettoization by the music industry and some felt that it had strayed too far from its marginalized roots. 

The most significant underground hip-hop album of 1998 was Mos Def and Talib Kweli are Black Star, created by a young duo of Brooklyn MCs. Interestingly, it was released on the same day in September as Aquemini, as well as two other major albums of the year: Jay-Z’s Vol. 2…Hard Knock Life and A Tribe Called Quest’s The Love Movement — which although not an essential listen in their discography, did produce a hit with "Find A Way." Four major albums released on the same day was a testament to how far hip-hop had come. 

In fact, the Black Star album was an explicit critique of the type of consumerist mentality and sexually explicit/boasting lyrics Jay-Z employed on Hard Knock Life. Songs like "Definition" display Mos Def and Talib Kweli’s exceptional lyrical dexterity and clever references, while  "Hater Players" draws a clear line in the sand between commercial hip-hop and the "real MCs." In the latter, Kweli raps: "We ain't havin’ that, reachin’ past the star status that you grabbin’ at/ My battle raps blast your ass back to your natural habitat."

Mos Def’s adaptation of Slick Rick’s "Children’s Story" is a clever screed about the lack of originality within mainstream hip-hop. "They jacked the beats, money came wit' ease, but son, he couldn't stop, it's like he had a disease. He jacked another and another, Michael Jackson, Stevie Wonder." The song was a not-so-veiled reference to the production technique utilized by Puff Daddy, relying heavily on well-known samples of soul and R&B songs.

Black Star also distinguished itself from much of commercial rap of the time by uplifting, instead of denigrating, women. "Brown Skin Lady" is an ode to Black women throughout the African diaspora, presenting a clear contrast to the frequent use of the b-word on Hard Knock Life, particularly on one of its biggest hits, "Can I Get A…" Nonetheless, like many "conscious" rappers — notably, Common, who makes a guest appearance on this album — Black Star reflects the almost-universal homophobia in hip-hop at the time, particularly in Mos Def’s verse on "Re-Definition." 

Despite Jay-Z’s distrust and demonization of women on Hard Knock Life — his third and most commercially successful record — no one can dispute his tremendous verbal prowess and flow, evident on tracks like "N— What, N— Who." And while he called out "gold diggers" in "Can I Get A…," he invited a female rapper (Amil) onto the song — leveling the playing field a bit. 

Production-wise, Jay-Z’s use of the "Annie" theme for the title song was one of the most inspired choices in the genre’s history. The slick production of the album guaranteed it would be a home run; in retrospect, it heralded the future of commercial hip-hop’s sound.  

Oher underground hip-hop artists were making big waves in 1998. Rawkus Records — which released the Black Star album — put out an important compilation, Lyricist Lounge, Volume 1, which featured performances by Mos Def, Talib Kweli, A Tribe Called Quest’s Q-Tip, and the L.A.-based Jurassic 5, who also released their debut album that year. Other West Coast underground artists who released debut albums in 1998 included the Bay Area-based Hieroglyphics and Rasco, and the L.A.-based Aceyalone and People Under the Stairs. 

Debuts, Veterans And The Biggest Album Of The Year 

1998 also saw the release of important debut albums by commercial hip-hop artists like DMX, Big Pun and Black Eyed Peas. Big Pun’s "Still Not A Player" was one of the biggest hits of the year, with his lyricism reminiscent of Biggie. 

DMX had a particularly productive year, releasing two albums in 1998, It’s Dark and Hell Is Hot and Flesh of My Flesh, Blood of My Blood. That year, it was impossible to escape the melodic hook and chorus of "Ruff Ryders’ Anthem" ("Stop! Drop! Shut ‘em down, open up shop") from the first DMX album. DMX also contributed a memorable verse on the Lox’s hit "Money, Power, Respect," off the group’s debut album, released by Puffy’s Bad Boy. 

Beyond the debut albums of 1998, a slew of established artists from various regions and representing myriad styles put out their third, fourth or fifth albums. East Coast artists with new albums included Beastie Boys, Method Man, Redman, Busta Rhymes, Queen Latifah, Gang Starr, Mc Lyte, and Public Enemy, who released a soundtrack album for Spike Lee’s He Got Game. On the West Coast, there were new albums by Cypress Hill, Ice Cube, and Digital Underground. 

Notwithstanding the success of so many diverse hip-hop artists, no album achieved greater heights than Lauryn Hill’s masterful solo debut, The Miseducation of Lauryn Hill. To start, it won Album Of The Year at the 1999 GRAMMYs, a feat never before accomplished for a hip-hop artist, as well as four other golden gramophones. Hill wrote, arranged and produced the album herself, reportedly turning down offers for production help from both her former Fugees bandmate Wyclef Jean and her label, which suggested bringing in Wu-Tang Clan’s mastermind, RZA.

The album was somewhere between R&B and hip-hop (and in fact was nominated and won in R&B instead of rap categories), and right off the bat, the album showcases Hill’s considerable skill as both a rapper and singer. The dancehall-inflected "Lost Ones" takes on an aggressive stance, with Hill rapping in Jamaican patois and invoking phrases of religious retribution, but it’s followed by a neo-soul breakup ballad, "Ex-Factor," featuring Hill’s signature throaty vocals.

The other major hits on the album besides "Ex-Factor" were "Doo Wop (That Thing)" and "Everything Is Everything," which cemented Hill as one of the best lyricists in hip-hop. Twenty-five years later, the whole album holds up beautifully and features some incredible invited guests.

Perhaps it’s not a coincidence that the first hip-hop album to break the Album Of The Year barrier was released in 1998 — when the genre had reached what is arguably its creative apex. With the incredible stylistic and regional diversity of that year’s albums, hip-hop had succeeded beyond its founders’ wildest dreams. 

Hip-Hop Just Rang In 50 Years As A Genre. What Will Its Next 50 Years Look Like?

"From bricks to Billboards, from grams to Grammys," Jay-Z rhymes on "Dirt Off Your Shoulder," a prime example of how his eighth LP, The Black Album, is dominated by his rags-to-riches story. Released Nov. 14, 2003, The Black Album was, ironically, intended to be the rapper's final chapter. But the album's remarkable commercial and critical success — it sold 3.5 million copies in the States to become his sixth consecutive number one on the Billboard 200 — instead furthered his magnitude and influence, only continuing his legacy of one of rap's greats.

Boasting no fewer than 12 of the era's hottest producers (The Neptunes, Just Blaze, Timbaland, to name a few), The Black Album is a consistently strong, musically diverse, and remarkably honest listen, which firmly justifies all the self-lionizing. And not only does the album feature Jay-Z's signature tune, it also spawned arguably the most revered mash-up in music — and, among many other feats, inspired a generation of MCs with its slick lyrical flow and ground-breaking beats. 

Twenty years on, take a look at eight ways in which Jay-Z's faux-farewell changed the hip-hop game.

It Spawned The Most Famous Mashup Album Ever

Jay-Z practically invited the DJ crowd to put their own spins on The Black Album toward the end of 2004 when he reissued the LP without any beats. Pete Rock, DJ Bazooka Joe, and original contributor 9th Wonder all accepted the challenge. But Danger Mouse, aka one half of soon-to-be chart-toppers Gnarls Barkley, had already taken it on, fusing the rapper's original rhymes with music from another colorful record, The Beatles' White Album.

Bringing two pop cultural behemoths together for the first time, The Grey Album (see what he did there) inevitably became a sensation, with EMI's efforts to withhold its release only adding to all the hype. Both Hova and Paul McCartney, however, gave their blessing, with the former telling NPR, "I think it was a really strong album. I champion any form of creativity, and that was a genius idea to do it. And it sparked so many others like it."

It Put Several Key Names On The Map

Jay-Z was no stranger to giving future hip-hop heavyweights their big breaks; both Swizz Beats and Kanye West were virtual unknowns when they contributed to Vol. 2... Hard Knock Life and The Blueprint, respectively. And The Black Album was no different.

Production team The Buchanans, who'd later work with Lupe Fiasco, Amerie, and Dr. Dre, gained their first official credit on "What More Can I Say." John Legend was still a year away from GRAMMY-winning breakthrough Get Lifted when he co-wrote "Encore." And "Threat" helped rap professor (yes, that's a real thing) 9th Wonder to establish himself as a genuine hip-hop authority.

It Produced His Defining Track

Jay-Z had scored, and would go on to score, much bigger hits than "99 Problems." In fact, 24 of his solo singles have charted higher than its No. 30 peak on the Billboard Hot 100. And it isn't always considered to be his best, either: "Big Pimpin'," "Dead Presidents II," and "Where I'm From" all kept the Rick Rubin production out of the top three in Rolling Stone's recent all-time Hova list. Even so, "99 Problems" still has the clout of an undeniably defining tune.

It's been referenced by everyone from Iggy Azalea to Barack Obama. It gave Jay-Z the first of his four Best Rap Solo Performance GRAMMYs (Mark Romanek's controversial monochrome video also picked up four MTV VMAs). Its themes of racial profiling, police aggression, and gentrification led Jack White to hail it as the modern "story of America." And although Ice Cube said it first, it was undoubtedly Jay-Z who put "I got 99 problems, but a b— ain't one" firmly into the hip-hop lexicon.

It Birthed Rap-Rock's Greatest Crossover

Jay-Z certainly wasn't the first hip-hop act to forge an unlikely rock connection. Run-D.M.C.  broke down barriers (literally) in the video for their iconic 1986 Aerosmith collaboration "Walk This Way." The '90s saw collabs from KRS-One and Crazy Town ("B-Boy 2000"), Method Man and Limp Bizkit ("N 2 Gether Now"), and Public Enemy & Anthrax ("Bring The Noise"), all of which were met with mixed results. However, the Jigga Man's EP with nu-metalers Linkin Park, 2004's Collision Course, was a different story.

Notching another Billboard 200 No. 1 for both artists, Collision Course proved that rap-rock could be both credible and commercially successful — which eventually helped pave the way for everyone from Lil Uzi Vert to Machine Gun Kelly. And The Black Album was a key part of their success.

Not only did Jay-Z think to do the team-up after seeing the various mash-ups The Black Album spawned, but three of Collision Course's six tracks stem from the LP: "Points of Authority/99 Problems/One Step Closer," "Dirt Off Your Shoulder/Lying From You," and the Best Rap/Sung Collaboration GRAMMY-winning "Numb/Encore."

It's Been Sampled Countless Times

The Black Album is built on samples, from the emphatic big beats of Billy Squier to Russell Crowe's dialog from Gladiator. But such is the recyclable nature of hip-hop, it's also been heavily sampled since its 2003 release, too.

"99 Problems" alone has been borrowed from or covered at least a recorded 79 times, perhaps most famously on Iggy Azalea's verse in "Problem," her No. 1 hit with Ariana Grande. T.I. brought "What More Can I Say" into the top 10 of the Hot 100 after lifting its vocal hook for "Bring Em Out." Hip-hop sibling duo Clipse appear to have been The Black Album's biggest fans, though, having taken lines from "Public Service Announcement" and "Threat" on "Number One Supplier" and "Where You Been," respectively.

It Pioneered The Hip-Hop Concert Movie

Long before his other half Beyoncé unleashed Homecoming, Jay-Z proved that the concert movie didn't need to be the sole preserve of white guitar acts. Five years after his collaborative Hard Knock Life tour was captured for posterity on Backstage, the rapper invited another camera crew to document what was supposed to be his live swansong. "The undisputed heavyweight champion of the world in hip-hop," welcomes ring announcer Michael Buffer at the start of Fade to Black. And Jay-Z more than justifies such a billing in a dazzling, star-studded set that leaves the 19,000-strong Madison Square Garden crowd hanging on his every word.

Just as compelling is the behind-the-scenes footage of The Black Album's inception, particularly Timbaland and Pharrell Williams' excitement at conjuring the perfect beats. From J. Cole (Forest Hills Drive: Homecoming) to Chance the Rapper (Magnificent Coloring World), a whole host of rappers have since followed suit.

It Allowed Jay-Z To Guide Other Superstars

The Black Album might not have been the studio goodbye purported at the time. But before returning with Kingdom Come in 2006, Jay-Z did  spend the following three years adhering to The Black Album's retirement theme. The self-imposed hiatus allowed the rapper to explore other creative avenues, expand his brand, and – perhaps most significantly for fans of a certain Barbadian superstar – take the reins of the legendary Def Jam Recordings.

Yes, after being appointed to the position of CEO in 2004 by L.A. Reid, Jay-Z signed a then-unknown Rihanna to the label, reportedly responding to her audition with "There's only two ways out. Out the door after you sign this deal. Or through this window." Ne-Yo and Rick Ross were both also plucked from obscurity by the Jigga Man and sent on their paths to stardom during his three years in charge (Jay-Z remained with Def Jam as an artist until May 2009, when he left to concentrate on his own Roc Nation label.)

It Made Retirement A Marketing Tactic

Although Too Short and Master P had both previously reneged on their plans to call it quits, Jay-Z was the first rapper to truly harness the power of an early retirement. Frequently alluding to the news (see "I supposed to be number one on everybody's list/ We'll see what happens when I no longer exist" on "What More Can I Say"), The Black Album was also accompanied by the aforementioned concert film, a memoir (The Black Book), and ever the entrepreneur, even tie-in sneaker and mobile phones.

Hova insists that he really did believe he was bidding farewell at the time, but there's no denying that the announcement helped to both boost his coffers (The Black Album was his biggest selling 2000s release) and add to his mythology. 50 Cent, Waka Flocka Flame, and Lupe Fiasco are just a few of the major hip-hop names who've since made similar claims before quickly walking them back.

Since his return, Jay-Z has added to his legacy in a multitude of ways. He's released collaborative projects with West and Beyoncé; scored a further five solo number one LPs on the Billboard 200 (including The Black Album's unexpected follow-up, Kingdom Come); and added more than a dozen GRAMMYs to his awards haul. And we've not even mentioned the record-breaking world tours, film production credits, and various business interests (TIDAL, Roc Nation Sports) which have helped him become the world's wealthiest rapper with a staggering net worth of $2.5 billion at press time. While The Black Album would've been a remarkable finale, Jay-Z's decision to unretire remains his smartest yet.

50 Artists Who Changed Rap: Jay-Z, The Notorious B.I.G., Dr. Dre, Nicki Minaj, Kendrick Lamar, Eminem & More

Updated Friday Oct. 13, 2023 to include info about Kendrick Lamar's most recent GRAMMY wins, as of the 2023 GRAMMYs.

A GRAMMY veteran these days, Kendrick Lamar has won 17 GRAMMYs and has received 47 GRAMMY nominations overall. A sizable chunk of his trophies came from the 58th annual GRAMMY Awards in 2016, when he walked away with five — including his first-ever win in the Best Rap Album category.

This installment of GRAMMY Rewind turns back the clock to 2016, revisiting Lamar's acceptance speech upon winning Best Rap Album for To Pimp A Butterfly. Though Lamar was alone on stage, he made it clear that he wouldn't be at the top of his game without the help of a broad support system. 

"First off, all glory to God, that's for sure," he said, kicking off a speech that went on to thank his parents, who he described as his "those who gave me the responsibility of knowing, of accepting the good with the bad."

Looking for more GRAMMYs news? The 2024 GRAMMY nominations are here!

He also extended his love and gratitude to his fiancée, Whitney Alford, and shouted out his Top Dawg Entertainment labelmates. Lamar specifically praised Top Dawg's CEO, Anthony Tiffith, for finding and developing raw talent that might not otherwise get the chance to pursue their musical dreams.

"We'd never forget that: Taking these kids out of the projects, out of Compton, and putting them right here on this stage, to be the best that they can be," Lamar — a Compton native himself — continued, leading into an impassioned conclusion spotlighting some of the cornerstone rap albums that came before To Pimp a Butterfly.

"Hip-hop. Ice Cube. This is for hip-hop," he said. "This is for Snoop Dogg, Doggystyle. This is for Illmatic, this is for Nas. We will live forever. Believe that."

To Pimp a Butterfly singles "Alright" and "These Walls" earned Lamar three more GRAMMYs that night, the former winning Best Rap Performance and Best Rap Song and the latter taking Best Rap/Sung Collaboration (the song features Bilal, Anna Wise and Thundercat). He also won Best Music Video for the remix of Taylor Swift's "Bad Blood." 

Lamar has since won Best Rap Album two more times, taking home the golden gramophone in 2018 for his blockbuster LP DAMN., and in 2023 for his bold fifth album, Mr. Morale & the Big Steppers.

Watch Lamar's full acceptance speech above, and check back at GRAMMY.com every Friday for more GRAMMY Rewind episodes. 

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