The Best Rapper Alive, Every Year Since 1979


imageRap fans tend to get into arguments with other rap fans, and it doesn’t take much more than someone declaring their Favorite Rapper.Your favorite rapper is a personal preference, one that requires the most subjective defenses.If you’re rooting for the rookie of the year or a washed-up veteran experiencing a career resurgence or someone no one has heard of as your favorite, then so be it.The choice is yours.

The favorite rapper discussion is cool and all, but the coveted distinction in hip-hop is still being named the GOAT (Greatest of All Time).Rookies and new jacks need not apply—this debate is strictly for the catalog artists, people who have shifted the culture in previously unmovable ways, artists whose music has permeated and resonated over an extended period of time.It’s rap’s imaginary Hall of Fame, existing only within the abstract conversations we have about it.

But there is one debate that every rap fan not only loves to have but ought to have.A debate that considers both the short-term and long-term implications of an artist’s impact.

A debate that pits a rapper in their prime against any and all competitors.

A debate that gawks at the cultural landscape and plucks out the one who stands alone: the debate about who is the Best Rapper Alive.Being the BRA is sort of like being the MVP—even though rap doesn’t follow a rigid cultural calendar quite like major sports seasons—because it only requires looking at the current crop of active artists and picking a winner.You can confidently declare the Best Rapper Alive in any given year without having to consider previous decades, the same way you can say LeBron is an MVP even though you’ve never seen Jerry West play.

Anyone can become the Best Rapper Alive.Some came out the gate with next-level rhymes that had everyone running back to the lab; for others it was a culmination of their gifts that coalesced for one great year.Much like rap itself, it’s an evolving process.But one thing we know for sure, it’s more about a general feeling among fans rather than any discernible facts.

(What facts? It’s all just opinion anyway.) When a rapper steps in front of a microphone, and everyone in hip-hop has no choice but to look their way and give props, well then, they just might be the Best Rapper Alive.

It’s still important to consider that the Best Rapper Alive debate is different from the GOAT conversation.Being the BRA doesn’t mean you’re the biggest or the most successful; it just means you’re the Best at one particular moment.Of course in hip-hop, being the best is intrinsically about being BIG.And being at your best doesn’t make you the best, so if your prime coincides with someone else’s, well, hey, there’s always next year.

You can look back on the hip-hop terrain with 20/20 hindsight, tally up the votes, and declare the GOATs, but the Best Rapper Alive from year to year is a feeling in the moment.

There have been debates among rap fans living in that moment since the early days of hip-hop, but those discussions have never been properly cataloged—until now! (Yeah, we’re excited.Sue us.) Complex is proud to present the Best Rapper Alive, Every Year Since 1979, a comprehensive look back at every year of rap and which MC moved the crowd the most.

So the question remains: Who got the props?

Illustrations by Dale Edwin Murray ( @demillustration )

1979: Grandmaster Caz

CREDENTIALS: The first person to DJ and rap simultaneously, raps were stolen for “Rapper’s Delight”

After experiencing one of DJ Kool Herc’s early hip-hop parties for the first time, Bronx-born Curtis Fisher got himself two turntables and a mic and adopted the name Casanova Fly.Hailed as the first to rap and DJ simultaneously, he earned the title Grandmaster Caz and became the standout member of the legendary Cold Crush Brothers, rocking countless park jams, recording singles for the Tuff City label, and battling the Fantastic Five in the seminal hip-hop movie, Wild Style .Yet despite all these accomplishments, Caz’s biggest claim to fame Is being the man whose lyrics were jacked by Big Bank Hank for the Sugarhill Gang’s “Rapper’s Delight,” the first rap song to hit the Billboard Top 40.Hank was actually Cold Crush’s manager at the time.

As the story goes, Joe Robinson of Sugarhill Records heard him rapping along to a tape of Caz while working in a pizza parlor and invited him to make a record.Assuming Hank would look out for him somewhere down the road, Caz let him study a book of his rhymes before the recording session—indeed, you can hear Hank say “I’m the C-A-S-A-N-O-V-A and the rest is F-L-Y” in the first verse of the record.Unfortunately Caz received nothing for his contributions to rap’s first worldwide hit.But he did tell his side of the story in 2000 when he dropped the single “My MC Delight (Casanova’s Revenge)”.

Even two decades after the fact, Caz’s skills are undeniable.And in 1979 nobody could touch him.

HONORABLE MENTIONS: Melle Mel, King Tim III, Sha Rock: As the lead rapper of The Furious Five, Melle Mel made joints like “Superrappin'” and “We Rap More Mellow” (credited to The Young Generation) hit hard.King Tim III is hailed as the first MC whose rhymes were ever committed to vinyl.When a young Russell Simmons called Kurtis Blow “the king of rap” he knew what he was talking about; his 1979 record “Christmas Rappin'” was a yuletide novelty that sounded much better than it had to.And even if “Personality Jock,” his joint with Fatback Band, was not the very first, you can’t dispute the man’s rhymes go on and on like the Energizer Bunny in a fuzzy Kangol.—Rob Kenner

1980: Kurtis Blow


In 1980 Kurtis Blow wasn’t just the best rapper alive, he was the first rapper to show and prove that a career in rap was even possible.Blessed with a booming, elastic, singsong voice, he became the first MC to sign with a major label in 1979—hot on the heels of the “Rapper’s Delight” phenomenon—and dropped the hit single “Christmas Rappin’.”

He came right back with a self-titled debut album the following year, powered by “The Breaks,” which became the first gold single in rap history.

Blow’s exuberant flow on the cut still thrills three decades later.He would continue to be a force in hip-hop, touring the world, producing, and acting, but this was the year when it first came together for him.

HONORABLE MENTIONS: Spoonie Gee, Kool Moe Dee, Jimmy Spicer

Harlem native Spoonie Gee’s fresh rhymes on “Spoonin’ Rap” contained the first references to jailhouse life in rap music, including the invaluable advice “Please my brother, don’t drop the soap.” As the standout member of the Treacherous Three, Kool Moe Dee distinguished himself on cuts like “Love Rap,” “New Rap Language,” and “Body Rock.” Brooklyn rapper Jimmy Spicer’s “Adventures of Super Rhyme (Rap)” gave him enough clout to become one of the first artists signed to Russell Simmons’ Rush Management.Simmons would co-produce his future hits “The Bubble Bunch” and “Money (Dollar Bill Y’All).” —Rob Kenner

1981: Kool Moe Dee

CREDENTIALS: Bodied Busy Bee at the Harlem World Christmas Rappers’ Convention

Long before he became a solo star on the strength of Teddy Riley-produced joints like “Wild Wild West” and “How Ya Like Me Now,” MC Kool Moe Dee was one third of the legendary Treacherous Three, along with Special K and LA Sunshine (not to mention DJ Easy Lee).Born Mohandas Dewese in Manhattan, Moe was a quiet character who channeled his passion into carefully crafted rhymes.

At age 19 he devastated the renowned party rapper Busy Bee Starski at the Harlem World Christmas Rappers’ Convention in a performance that is often cited as the first hip-hop battle.The relentless routine opened with “Come on Busy Bee I don’t mean to be bold/But put that bom-ditty-bom bullshit on hold.” Things only went downhill from there as Moe Dee clowned Busy’s formulaic rhymes and served notice that from this moment forward MCs would have to step up their lyrical game.

1981 also saw the Treacherous Three drop hits like “Feel the Heartbeat” and “Put the Boogie in Your Body,” marking a creative apogee for the trio.

Although the group broke up after appearing in the 1984 movie Beat Street, Kool Moe Dee’s career endured until the early ’90s, and he never lost his taste for battling.His long-running feud with LL Cool J inspired some memorable lyrical exchanges .

HONORABLE MENTIONS: Love Bug Starski, T Ski Valley, Sha-Rock

When he wasn’t spinning records at Harlem’s Rooftop Roller Rink, Lovebug was laying down raps.

His record “Positive Life” with the Harlem World Crew set him head and shoulders above all comp not named Kool Moe Dee.T Ski Valley got his start DJing with the Erotic Brothers Disco and eventually became an MC; his classic 1981 single “Catch the Beat” can still rock any party.Sha-Rock was the not-so-secret weapon of the Funky 4 + 1.Every time she rocked the mic, the feisty Bronx MC outshone her male counterparts.—Rob Kenner

1982: Melle Mel

CREDENTIALS: “The Message”

If you see modern-day Melle Mel out in New York City rocking a powder blue tuxedo with long tails and calling himself “Muscle Simmons,” you might not suspect that this is the same dude who rhymed the immortal words “Don’t push me, ’cause I’m close to the edge.” Back in 1982 Mel was a member of the Furious Five along with his brother Kidd Creole (Nathaniel Glover), Scorpio (Eddie Morris), Rahiem (Guy Todd Williams), and Cowboy (Keith Wiggins).

When they weren’t ripping park jams and rec centers with DJ Grandmaster Flash, they were dropping hit records like “Super Rappin,'” “The Birthday Party,” and “It’s Nasty (Genius of Love)” for labels like Enjoy and Sugar Hill Records.But when Melle Mel turned his attention to the realities of life in the Bronx during the Reagan era, he created a groundbreaking hip-hop classic called “The Message.”

HONORABLE MENTIONS: Kool Moe Dee, Grandmaster Caz, T Ski Valley

Kool Moe Dee’s rhymes on the Treacherous Three’s “Yes We Can Can” proved that he was still not the one to fuck with.

Grandmaster Caz caught wreck on the Cold Crush Brothers joint “Weekend,” and T Ski Valley took it back to his Erotic Brothers Disco days on the NSFW “Sexual Rapping.” —Rob Kenner

1983: Run

CREDENTIALS: “It’s Like That” / “Sucker MCs”

It’s difficult to overstate the impact of Run-DMC on the trajectory of hip-hop.

Put it like this: The release of the 12-inch single “It’s Like That” / “Sucker MCs” on Profile Records completely changed the game.

The A side picked up where “The Message” left off, talking about real life struggles of real people.But where Grandmaster Flash and the Furious Five’s story ended in tragedy, with a body used and abused and hanging dead in a cell—the artists themselves being harassed by cops—”It’s Like That” was defiant and resilient.

War, crime, poverty, prejudice, ignorance, the bum eating out of a garbage can who once was your man? Run’s response was as cold and hard as the streets of Hollis, Queens: “Don’t ask me because I don’t know why.” And what about a solution? “Money is the key to end all your woes your ups your downs your highs and your lows/Won’t you tell me last time love bought your clothes?”

These words defined rap’s new world order, a cold hard cash philosophy that would prevail through Puffy’s “All About the Benjamins” moment and remains unabated in this era of Young Money Cash Money Business.But Run-DMC also tempered this approach with advice to get educated, motivated, and avoid prejudice and bias.These were big ideas for a rap record, but side B of this epic single was arguably more significant.

“Sucker MCs (Krush Groove 1)” was a stylistic broadside against all forms of wackness.”Two years ago a friend of mine asked me to say some MC rhymes,” Joseph “Run” Simmons intoned and suddenly the entire old school was swept away.Before long he was enjoying “Champagne, caviar, and bubble bath” even though he’d prefer to “Cold chill at a party in a B-boy stance.” Run dispensed with all sucker MCs remorselessly: “So take that and move back catch a heart attack.” And while Darryl “DMC” McDaniels and Jason “Jam Master Jay” Mizell were indisputably dope, there was also no disputing the fact that at the end of the day this was Run’s house.

HONORABLE MENTIONS: Melle Mel, Jimmy Spicer, Rammellzee

Call him old school if you must, but Melle Mel was still handling his business in ’83.

The Furious Five’s “New York New York” was a streetwise classic while “White Lines” remains the group’s most modern-sounding record.Spitting cautionary tales of cocaine addiction over the beat from Liquid Liquid’s “Cavern,” Mel’s booming baritone made a powerful case for his continued relevance.

Meanwhile, as Run-DMC proclaimed the cash money gospel, another Rush Management client, BK’s own Jimmy Spicer rapped about the power of “Money (Dollar Bill Y’all)” and scored the biggest hit of his career, as well as one of the year’s freshest records.

Rammellzee was more of a graf legend than an MC, but in 1983 he and K-Rob created “the holy grail of rap records.” Rammellzee had a bone to pick with Jean-Michel Basquiat, who was a much more celebrated artist at the time.”Beat Bop” was originally planned to be cathartic a battle on wax, but in the end Basquiat did not rhyme on the record (although he did pay for the studio time and created the cover art).The far-out limited-edition single became an underground sensation and set the stage for the futuristic avant-garde expressions of hip-hop artists ranging from the Beastie Boys to Dr Octagon and MF Doom.—Rob Kenner

1984: Run


If the “It’s Like That” / “Sucker MCs” single was the warning shot, the release of Run-DMC’s self-titled debut album emptied the full clip.The nine-track tour de force announced that these three teenagers from Hollis, Queens, were rewriting the rules of the rap game, stripping the music down to its elements: a pair of MCs who worked in perfect synch with one untouchable DJ.

Joseph “Run” Simmons got his start in hip-hop DJing for Kurtis Blow.He got the gig thanks to his older brother Russell, who managed Blow.

Known as DJ Run, “Kurtis Blow’s Disco Son,” Run began to MC and honed his skills by battling with Blow.He would sometimes record the sessions and send them to his friend Darryl “DMC” McDaniels.Run later emerged as the leader of the group, although what made Run-DMC work was the way they all gelled into a whole that was greater than the sum of its parts.

There were no outlandish get-ups or gimmicky routines, just rock hard beats (courtesy of Russell Simmons and Larry Smith, with electric guitars by Eddie Martinez) and rhymes that spoke clearly and distinctly about real life in a way that the new generation of rap fans had never heard blasting out of their radios before.

With their black Lee jeans and matching jackets, unlaced adidas sneakers, and zero-fucks-given body language, Run-DMC looked as if they had just rolled off Linden Boulevard.

No matter how successful they got, they never lost that attitude, taking it with them as they stepped on stages and broke down barriers for hip-hop culture all around the world.

Run put it best in “Rock Box,” which became the first rap video to air on MTV, “My name is Joseph Simmons, but my middle name’s Lord/And when I’m rockin’ on the mic, you should all applaud.”

HONORABLE MENTIONS: LL Cool J, Kurtis Blow, Roxanne Shante

When James Todd Smith said “I Need a Beat” anybody with ears could tell he meant business.This ground-breaking 12″ single on Def Jam Records, produced by NYU student Rick Rubin, announced the arrival of an urgent 16-year-old voice that would soon take over.Kurtis Blow was a veteran by this time, but singles like “8 Million Stories” proved that he was still very much a force to be reckoned with.And 15-year-old Lolita Shante Gooding from the Queensbridge projects caught the whole rap world napping with “Roxanne’s Revenge,” her freestyled response to UTFO’s “Roxanne Roxanne.” Her song brought battle rap to the radio, set new standards for female MCs, and set off a whole chapter of hip-hop history known as the “Roxanne Wars.” —Rob Kenner

1985: LL Cool J


Def Jam’s first hip-hop superstar was a charismatic 17-year-old from Queens named James Todd Smith, better known as LL Cool J (shorthand for Ladies Love Cool James.) Ladies might have dug his debut album, Radio—it was an instant success, both critically and commercially, eventually selling well over a million copies—but at this stage his music was aimed mostly at a male audience.

“LL Cool J is hard as hell,” he roared on “Rock the Bells,” adding (over Rick Rubin’s obnoxiously abrasive beat) that he’d “battle anybody I don’t care who you tell.” This was no idle boast, as he would engage in a long-running war of words with Kool Moe Dee, among others.Double L’s was the most urgent and authentic voice in hip-hop that year.Whatever his rhymes may have lacked in complexity they more than made up for with heaping portions of b-boy bravado.

A careful listen to the album’s title cut reveals that it’s about much more than just bigging up boom boxes.The song’s narrator starts out as a youth who enjoys the simple pleasure of “Walking down the street to a hardcore beat/While my JVC vibrates the concrete.” You’ve got to admire the kid’s spirit as he runs from the subway cops to avoid a summons and purchases fresh batteries when his tape will no longer rewind.We learn that his story is tough, his neighborhood is rough, yet he still sports gold and he’s “out to crush.”

Later on in this semi-autobiographical tune, LL makes the jump from fandom to fame, becoming the artist whose voice booms through the radio.His days of pounding the pavement are over as we see him riding in a Cadillac with the system kickin’ way past 10.“I drive up the Ave with my windows closed, and my bass is so loud it could rip your clothes.” By the next verse of this raps to riches story, he’s cold getting paid “Cause Rick said so.” When LL said “I’m the leader of the show, keeping you on the go” you’d best believe it, because in 1985 no rap fan could live without LL on their radio.

HONORABLE MENTIONS: Run, Beastie Boys, Slick Rick

The title of Run-DMC’s sophomore LP, King of Rock, revealed this Queens trio’s grand ambitions.

They dared to compare rap, an upstart ghetto music that many dismissed as a novelty or worse, with the exalted pop culture phenom that was rock and roll circa 1985.(At the same time they were reaching out to other subgenres, as on “Roots Rap Reggae,” featuring Jamaican dancehall star Yellowman.)

Meanwhile the Beastie Boys were starting to build momentum on the strength of 12″ singles like “Rock Hard” and “She’s on It.” Although the group’s breakthrough release “Hold It Now, Hit It” would not drop until the following year, their infectiously anarchic energy was winning new fans every day, and while the trio’s chemistry made them inseparable, Adam “MCA” Yauch was emerging as the group’s standout MC.

Slick Rick was going by the name MC Ricky D when he joined forces with human beatbox Doug E.Fresh on a madcap live recording called “La-Di-Da-Di,” which was released on the flip side of a single called “The Show.” The record went on to become one of the most sampled in rap history, establishing Rick as a phenomenal lyricist who would neither cause trouble nor bother anybody.

He and Doug were “just some men that’s on the mic,” but as the song both showed and proved, “when we rock the microphone we rock the mic right.” —Rob Kenner

1986: KRS-One

CREDENTIALS: “South Bronx”

What MC wouldn’t want to be dubbed the “Best Rapper Alive”? But pinning that title on Kris Parker, a.k.a.KRS-One (an acronym for Knowledge Reigns Supreme Over Nearly Everyone), seems like damning him with faint praise.KRS was never just a rapper—right from the start he was a renegade teacher and scholar, a satirist, polemicist, and most of all, the Blastmaster.As such, his lyrics were tools of war, which he kept sharpened to a lethal edge.

KRS was living at a Bronx homeless shelter when he met Scott Sterling, a.k.a.

DJ Scott LaRock, who worked there as a counselor.KRS was also an MC and graf writer known for battling other residents at the shelter.Scott was so sufficiently impressed that he would slide the 20-year-old passes that allowed him to go out and catch live rap shows from time to time.Before they collaborated on their monumental 1987 debut album, Criminal Minded, with beats supervised by Ced Gee of Ultramagnetic MCs, KRS and Scott LaRock dropped a 12” single called “South Bronx” (“Fresh for ’86, you suckers!”).This song was provocative enough to set off an epic inter-borough musical conflict known as “The Bridge Wars,” and also set KRS above and beyond all lyrical competition in that particular year.

It all started with MC Shan’s song “The Bridge,” which big upped the borough of Queens, specifically the Queensbridge housing projects .Filled with local pride, Shan asserted that the Bridge played a vital role in the birth and evolution of hip-hop—and he had a point, since it was home to Marley Marl and the mighty Juice Crew.Nevertheless, the song provoked KRS, who proudly repped for the Bronx in a hip-hop masterpiece set to a shrill, staccato beat and raps that hit home like blunt force trauma.

“Party people in the place to be KRS-One attacks…” he rhymed in the first verse before going in for the kill: “So you think that hip-hop got its start out in Queensbridge?/If you popped that junk up in the Bronx you might not live.”

Vacillating between Blastmaster and teacher mode, KRS worked a lengthy hip-hop history lesson into the second verse, shouting out such luminaries as Kool Herc, Afrika Bambaataa, and Grandmaster Flash—among others—and evoking memories of jams in Cedar Park and Bronx River where the amps were powered by electricity jacked from lamp posts.But before long KRS brought it back to the battle.“As odd as it looked, as wild as it seemed/I didn’t hear a peep from a place called Queens.”

Shan had no choice but to respond to KRS’s devastating attack, releasing a song called “Kill That Noise,” but he was only falling further into BDP’s trap.Soon thereafter Scott and Kris returned fire with a reggae-flavored war chant called “The Bridge Is Over” that was an undisputed lyrical TKO.KRS remains a hip-hop icon to this day, but in 1986 there was simply no denying the fact that he was the best rapper alive.

HONORABLE MENTIONS: Run, Too $hort, Schoolly D

The mighty Run-DMC movement continued unabated with the Queens trio’s third and best-selling album, Raising Hell, which contained “Walk This Way,” a historic collaboration with the rock band Aerosmith.At the end of the day Run’s raps still led the way.

After flooding the streets of Oakland with singles on the independent 75 Girls label, Too $hort inked a deal with Jive Records and released Born to Mack, which was eventually certified gold, proving that regional pimp rap could move big numbers nationwide.(Jive elected to leave its logo off the album for years.

See industry Rule #4080.)

Meanwhile in Philadelphia Schoolly D revealed a whole new world with a sinister jam called “PSK What Does It Mean?” (dedicated to Philly’s Park Side Killers) released on a 12″ backed with “Gucci Time.” Though “gangsta rap” is usually considered a West Coast thing, Schoolly’s pioneering crime narratives developed in parallel with BDP’s, proving that brothers were getting paid by all means necessary all over the country.—Rob Kenner

1987: Rakim


On Kendrick Lamar’s “Bitch Don’t Kill My Vibe” remix featuring Jay Z, the Compton native speaks of “trying to be the God MC.” Of course he knows full well that the title will always belong to Rakim Allah, who married unprecedented lyrical and rhythmic sophistication with Five Percent Nation philosophy to become a supernova within the hip-hop cosmos.

By 1986 the 18-year-old former high school quarterback had recorded “Eric B Is President,” an awe-inspiring ode to his DJ that introduced the R’s fully formed style: a relaxed but relentless flow coupled with never-before-seen lyrical precision and metaphysical depth.That single got him signed to Island Records, and in 1987 Eric B.& Rakim released their classic debut, Paid in Full.

More than just a rapper, Rakim proudly proclaimed himself to be a writer.

Not only were his lyrics simply too complex to be freestyles, but he broke down his meticulous methodology in his songs like “My Melody” : “I’m not a regular competitor, first rhyme editor/Melody arranger, poet, etcetera….” Elsewhere in the song he goes further: “I wouldn’t a came and said my name and run some weak shit/Puttin’ blurbs and slurs and words that don’t fit/In a rhyme, why waste time on the microphone?/I take this more serious than just a poem/Rockin’ party to party, backyard to yard/I tear it up y’all and bless the mic for the gods.”

“We knew Rakim was the terse ninja Miles to Chuck D’s booming and prolix Coltrane,” wrote Greg Tate.“Or maybe that was the Buddha to Chuck’s revolutionary Jesus.” Rakim kept critics reaching for superlatives as he and Eric B.returned in ’88 with their sophomore album, Follow the Leader, but by that time there was so much dazzling innovation going on in hip-hop that others laid claim to the title of Best Rapper Alive.

Or maybe it just felt that way because Rakim’s otherworldly artistry had taken him to the furthest reaches of the cosmos, where light and sound take longer to reach planet earth and mere mortals can only do their best to play catch up as they follow the leader.

Rakim’s influence remains enormous.Not only was he A$AP Rocky’s namesake, it’s impossible to imagine Nas making Illmatic without inspiration from the God MC.Perhaps he put it best on “My Melody” when he said, “I’m No.

1, competition is none/I’m measured with the heat that’s made by sun.”


Just in case the title of Boogie Down Production’s debut album, Criminal Minded, didn’t get the point across, KRS-One and Scott LaRock posed on the front cover with enough artillery to stage a coup d’etat.The album brought a new militancy to hip-hop, as well as crack-era verite lyrics on brain-scalding songs like “9MM Goes Bang” and “P Is Free.” Soon after BDP’s debut album, Scott LaRock would be murdered in the Bronx while trying to mediate a street dispute, leaving KRS to soldier on and rebuild the crew.

On his sophomore album for Def Jam LL Cool J came back Bigger and Deffer.

And while his B-boy snarl was impressive on “I’m Bad” and his DJ got busy on “Go Cut Creator Go,” it was the groundbreaking hip-hop ballad “I Need Love” that positioned him for a new phase in his career and reaffirmed why Ladies Love Cool J.

That same year old-school veteran Kool Moe Dee proved he had staying power when he linked with producer Teddy Riley for the biggest-selling album of his career, How Ya Like Me Now, which saw the veteran MC revitalized by Riley’s New Jack Swing drum patterns.On the strength of this success, he would become the first rapper to perform on TV during the Grammy Awards.

—Rob Kenner

1988: Slick Rick

CREDENTIALS: The Great Adventures of Slick Rick

Goddamn, 1988 was a good year for hip-hop.Too good, really.Or at least too good to distil for a list like this.So many great voices emerged, saying so many compelling, literally world-changing, genre-shifting things.But only one of them said it the slickest.And his name was Rick.Slick Rick.Or MC Ricky Dee, the Ruler if you’re not into the whole brevity thing.

In 1988, the English expat—who’d achieved notoriety three years prior as a member of Doug E Fresh’s Get Fresh Crew, performing raps on the classic 12″ “The Show” b/w “La Di Da Di”—released his platinum debut, The Great Adventures of Slick Rick, and vaulted himself to rap’s pole position (no Magic City).

Though Rick had been an obviously able lyricist on his earlier work, and stood out thanks to his English accent, the mix of intricate and often hilarious narratives with stone-cold shit talking that he unleashed on the LP was absolutely unprecedented.

His stories were rich, oscillating between cartoons with morals, like “Children’s Story,” and ridiculous slices of life, like “The Moment I Feared.” And his swag? He had so much swag it would make you want to kill yourself.Or at least “Lick the Balls,” as he invites all crab rappers to do on the song of the same name.Perhaps most groundbreaking, though, was his introduction to hip-hop of the alter ego on the NYC nightclub classic “Mona Lisa,” in which he suggests that Slick Rick and MC Ricky Dee are separate people.This archetype would be explored at length by acolytes like Redman, Biggie Smalls, Eminem, and even T.I.

And so, despite the almost slapstick silliness of the LP, which, on the heels of Public Enemy dropping their pivotal It Takes a Nation of Millions to Hold Us Back (interestingly also produced by the Bomb Squad) gave it a remarkably dated feel, there is simply no denying that when TGAOSR dropped on May 2, 1988, no one on earth could outrap Slick Rick.

HONORABLE MENTIONS: Chuck D, Ice Cube, Big Daddy Kane

1988 was Public Enemy’s year.There is no way around it.It Takes a Nation of Millions exploded louder than a bomb and changed the direction of rap for at least three full years after its release.But it wasn’t all about Chuck D.It was about the idea.

It was about the group.It was about the message.It was about the noise.And yes, Chuck brought all of the above.

Chuck has one of the greatest voices in rap history.But still, despite all of the accolades you can give him during that period, he just wasn’t the top lyricist.

Ice Cube also punched listeners in the face that year on N.W.A’s Straight Outta Compton.He barreled over the tracks with force and passion, and proved that people outside of New York could compete.

That said, what his rhymes had in chutzpah they lacked in polish or depth.

And then there was Big Daddy Kane.

Emerging from Marley Marl’s Juice Crew, the Brooklyn MC had a smooth confidence as he nonchalantly spit the most intricate bars he could write.His first album only teased his greatness, but his ascent was obvious.And impending.—Noah Callahan-Bever

1989: Big Daddy Kane

CREDENTIALS: It’s a Big Daddy Thing

Before Jay Z and Biggie Smalls, Brooklyn’s Finest was Big Daddy Kane.In fact, the Bedford-Stuyvesant native, born Antonio Hardy, was more than just an influence on both of these future Best Rapper Alive title holders.Kane’s DJ, Mr.Cee, recorded Biggie’s first demo, which got him written up in the “Unsigned Hype” column of The Source, which in turn brought him to the attention of Puff Daddy.And during the early 1990s, Jay Z and Positive K toured with Kane, performing during his costume changes.

Unfortunately, while Biggie and Jay Z remain household names to most rap fans, BDK’s prodigious lyrical skills have been somewhat obscured by the mists of time.

A master of syncopated speed rap, Kane got his start in ’84, writing rhymes for his friend Biz Markie and later joining Marley Marl’s Juice Crew, releasing his debut single, “Raw,” on Cold Chillin’ Records in 1987.His 1988 album, Long Live the Kane, included the smash single “Ain’t No Half Steppin’,” and that same year he killed his verse on Marley’s legendary posse cut “The Symphony.” But it was Kane’s follow-up album, It’s a Big Daddy Thing, that cemented his status as a bonafide hip-hop icon.On cuts like “Smooth Operator,” the tall, dapper, dark-skinned MC, sometimes known as Count Macula, made the ladies melt like Hershey’s kisses in a microwave.

The album’s standout cut was the faster-paced “Warm It Up Kane” on which King Asiatic Nobody’s Equal lets loose a fusillade of rapid-fire repartee that left no question who was the best rapper alive at that moment: “Come get some you little bum/I take the cake and you can’t get a crumb/From the poetic, authentic, superior/Ultimate and all that good shit.” Yes, Kane could rap circles around anybody, making rival MCs “tumble and stumble, in a rumble just crumble.” Best of all he could do all this and then add “I’m still calm and humble”—or at least relatively humble, all things considered.

HONORABLE MENTIONS: Chuck D, the D.O.C., Kool G Rap

A year after the phenomenal impact of It Takes a Nation of Millions to Hold Us Back Public Enemy kept the pressure on with “Fight the Power.” The incendiary soundtrack cut proved that Chuck D had lost none of his power to get pulses pounding and transform rap music into a political force.

Texas native the D.O.C.was blessed with one of the greatest voices in hip-hop, which he first deployed with the Fila Fresh Crew, and later with N.W.A.His debut album on Ruthless Records, Nobody Does It Better, marked a high point in a career that was tragically derailed when an automobile accident damaged his voice, although his pen game remained strong and he wrote rhymes for Death Row during The Chronic era.

Another contender for the title that year was the Juice Crew’s hardest hard-rock, Kool G Rap, whose album with DJ Polo, Road to the Riches, was one of the less celebrated gems of that amazing year.No matter what Jay Z says, there was nothing quite like hearing G Rap in his prime.

—Rob Kenner

1990: Ice Cube

CREDENTIALS: AmeriKKKa’s Most Wanted

Soon after his acrimonious split with N.W.A, O’Shea Jackson, better known as Ice Cube, knew he had to make a solo album.At first he reached out to Dr.

Dre, who reportedly wanted to work with him, but Eazy-E and Ruthless Records boss Jerry Heller nixed that idea.So Cube linked with the Bomb Squad—the production team behind Public Enemy—who delivered the high-energy funk while Cube dug deep into his lyric books and created a classic.

The rhymes on AmeriKKKa’s Most Wanted went beyond gangster life and dug into the underbelly of American apartheid.This was the record that predicted the L.A.

riots two years before they happened.There is also a lot of talk about “selling out” and a tension between mainstream pop culture and hip-hop that now feels anachronistic but was obviously a very real concern at the time.(Though the star of family-friendly flicks like Are We There Yet? appears to have made peace with those issues now.) The album received almost no radio play and still went platinum because Cube was talking that shit the streets needed to hear.

Hip-hop was going through labor pains.A rebirth was at hand, another quantum leap that would rewrite all the rules yet again.The ’90s would see G-funk becoming pop music, Bad Boys wearing shiny suits, and rock dealers rising to become America’s new Rockefellers.But on May 16, 1990, rap was still underground rebel music.

And at this moment in time “The Nigga Ya Love to Hate” was the most important rapper on the planet.

HONORABLE MENTIONS: LL Cool J, Chuck D, Grand Puba

After the first misstep of his young career—an ill-advised album called Walking With a Panther—LL Cool J linked with Marley Marl and started rhyming like he had a chip on his shoulder.”Don’t call it a comeback!” he roared on “Mama Said Knock You Out,” and on “The Booming System” Cool J erased all doubts that he was still hard as hell.

Meanwhile Fear of a Black Planet saw Chuck D urging his audience to “Fight the Power” and even encouraging them with songs like “Brothers Gonna Work It Out.” It was PE’s last masterpiece, a glory to behold.

At the same time Brand Nubian brought Five Percent Nation mathematics back to the forefront of hip-hop, and none did it more effectively than the effervescently slick-tongued Grand Puba, who had also been the standout of his last group, Masters of Ceremony.After the triumphant album All for One, he parted company with Lord Jamar and Sadat X, but when they were together they were louder than a bomb.—Rob Kenner

1991: Q-Tip

CREDENTIALS: The Low End Theory, “Groove Is in the Heart,” “Don’t Curse,” “A Roller Skating Jam Named ‘Saturdays,'” “Come on Down”

It had been clear from his first verses on the Jungle Brothers debut in 1988 that Q-Tip had a remarkable, unique voice, and important things to say.But two years later, on A Tribe Called Quest’s admittedly awesome debut, People’s Instinctive Travels and the Paths of Rhythm, the outfit’s offbeat attire and quirky ( “I Left My Wallet in El Segundo” ) to occasionally goofy ( “Ham and Eggs” ) subject matter obscured the acknowledgement of Tip’s lyrical prowess.

That all changed in 1991, though.Stripped of the costumes, ATCQ’s sober (in sound, if not in creation) sophomore effort, The Low End Theory, thrust Q-Tip to the epicenter of hip-hop.He slowed down the BPMs and introduced the jazz, funk, and soul loops that would define East Coast hip-hop until the Puffy era.

He complemented these more delicate grooves with clean, loud, and exquisitely differentiated engineering courtesy of Bob Power that turned even Dr.Dre’s head, who admitted years later that he competitively studied the sonics of TLET while crafting The Chronic.A-B test TLET against De La Soul Is Dead, or any other contemporary release, at the same volume to hear the difference.

But far and away, the most impressive part of The Low End Theory was Q-Tip’s rapping.Where he had swung in the pocket, moving with the music on the first album, Tip now made strong declarative statements (“Back in the days when I was a teenager / Before I had status and before I had a pager…”) to create competing, complementary rhythms.And he did it while conjuring thoughtful word pictures (“You could find the Abstract listening to hip-hop / My pops used to say, it reminded him of be-bop / I said, ‘well daddy don’t you know that things go in cycles / The way that Bobby Brown is just ampin like Michael'”), using subtle, poetic strokes, that articulated his life and point of view as a 21-year-old emerging star.

The ground he broke lyrically—with timeless phrases like “Industry Rule #4080″—and rhythmically—with the introduction of the mislabeled “the Big Sean ‘Supa Dupa’ flow (“Minds get flooded, ejaculation”)—has inspired everyone from Nas to Kanye West to Drake.Neither a tough guy nor a sucker, Q-Tip’s confident delivery, genuine sentiment, and undeniable musicianship could not be denied by intellectuals or gangstas, leading to countless guest appearances and beat placements.

And this appeal was not lost on him, either, as he broke it down quite simply on “Verses From The Abstract:” “Women dig the voice, brothers dig the lyrics / Quest the people’s choice, we driving for the spirit.” Universal adulation in hip-hop is practically an oxymoron, but in 1991 Q-Tip enjoyed an embrace that almost no other rapper has, before or since.

HONORABLE MENTIONS: Scarface, Treach, Dres

The Geto Boys had been Southern flag bearers for years, but in 1991 Scarface thrust himself to the front of the conversation, releasing both the GB’s classic We Can’t Be Stopped and his solo debut, Mr.


Songs like WCBS’s defining masterpiece “Mind Playing Tricks on Me” and Mr.Scarface’s title track made it abundantly clear that ‘Face had more than just tough talk and gangsta tales to offer: He had concepts and stories.But yeah, he’d punch you in the fucking mouth, too.

Meanwhile, in New Jersey, Treach set trends with Naughty by Nature’s debut.The braided MC flipped syllables at rapid-fire pace and put pop polish on the jibberish Jaz-O and Jay Z had been spitting.

A style icon, Treach also set aesthetic trends, and weaned hip-hop off of Kane’s snappy suits to more utilitarian work wear and jerseys.

And though his acclaim would be short-lived, Astoria, Queens, rapper Dres demonstrated able lyricism and a hilarious sense of humor on Black Sheep’s October ’91 debut, A Wolf in Sheep’s Clothing.Coming from an everyman perspective, not unlike his fellow Native Tongue-er Q-Tip, Dres made up for his lack of hardcore credentials with nimble rapping and gut-busting jokes about his (apparently) legendary swordsman status.—Noah Callahan-Bever

1992: Redman

CREDENTIALS: Whut? Thee Album , “Headbanger”

Ready to rock rough rhymes, renegade rapper Redman ripped when it was rhyme time.And it was with addictive alliteration like that, on EPMD’s foreboding 1990 classic “Hardcore,” that the always frowny-faced Newark MC spectacularly announced his arrival on the scene.

However, even before his first recorded appearance, reigning kings like Biz Markie took the young MC around to parties to show off his gift of gab, immortalized in this Queens nightclub recording.

Two years later, the then 22-year-old Reggie Noble released his debut LP, Whut? Thee Album, and made it clear there was much more to Redman than repetitive wordplay, punchlines, and skull hats.

The album, with its loose narrative structure, aggressive funk tracks, vicious battle raps, and hilarious stories, gave listeners a uniquely rugged ride through the Bricks.

As a lyricist Red built on the lineage of Slick Rick’s narrative styles and the split personality concept introduced on “Mona Lisa,” combined with the multi-syllabic word flipping of Kool G Rap.But he also added a monstrous grit, courtesy of dirty Jerz, that was entirely new.He was precise, and even delicate at times, as he bluntedly, and bluntly, stomped a mudhole in that ass.

In many ways Red was a pivotal MC, bridging the gap between the rhyming innovation of ’87 and ’88, and rap’s emerging hardcore, gangsta aesthetic.

He demonstrated that elite lyricists could be complicated and complex, and ruff, rugged, and raw, too.

Echoes of his style can be clearly heard in the work of everyone from Wu-Tang a year later, to Eminem at the turn of the century, to Danny Brown today.

Red remains a remarkable talent, but in the year of the Phillie blunt, hip-hop turned on his dime.And everyone pressed rewind, but not because he hadn’t blown their mind.

HONORABLE MENTIONS: Treach, Snoop Doggy Dogg, Q-Tip

A fair argument could be made for Treach as the dominant MC of 1992.

Naughty by Nature was at the top of the charts, and everything from the East Orange MC’s iggity-biggity, Big Daddy Kane-inspired tongue flipping to his bike lock accessories and hockey jerseys were being bitten East to West.But the aforementioned fads faded fast and with it Treach’s claim.

Meanwhile, off the April release of “Deep Cover” and the December release of The Chronic, Long Beach newcomer Snoop Doggy Dogg was making it clear that the West had something to say.And that they were going to say it with cooler-than-a-cucumber style.

But Snoop was not quite ready to assume the mantle.He barely made eye contact during interviews, despite rap fans’ unquenchable thirst for his flow.

Q-Tip had come into his own in the final months of 1991, with the release of The Low End Theory.Thanks to his excellent rapping and in-demand production he had vaulted himself quietly into the center of hip-hop, appearing in ’92 on posse cuts and producing for everyone from Apache to the Fu-Shnickens.

With A Tribe Called Quest he also dropped the much sweated “Scenario” remix and “Hot Sex” on the Boomerang soundtrack .—Noah Callahan-Bever

1993: Snoop Doggy Dogg

CREDENTIALS: The Chronic , Doggystyle

Kool Moe Dee revolutionized the art of MCing from skibbity-bee-bop party rhymes to the battle raps upon which Run’s House was built.And there, in the future reverend’s place of worship, a generation of rappers prayed at the altar of wordplay.That is until Snoop Doggy Dogg came through and crushed the building.

Quite out of the blue, at a time when East Coast rappers were committing alphabetic slaughter via infinite iggity-biggities and manic multi-syllable matching, an unassuming 21-year-old Long Beach native turned the paradigm on its head, putting rhythm and melody over content and complexity.Snoop cruised over beats with soft intonation and self-assured ease.

His simple, almost old school-esque rhymes were instantly memorable ( “One, two, three and to the four, Snoop Doggy Dogg and Dr.Dre is at the door…” ), and his ability to fluidly navigate negative space provided a much appreciated relief from the frenzied spitting that was in vogue on the East Coast.

Fans could not get enough of it.

Riding his numerous appearances on Dr.Dre’s The Chronic—which had been released in December 1992—through damn near three quarters of the following year, as single after single topped the charts, the appetite for Snoop’s flow was unending.The thirst was real.The release of his much anticipated debut, Doggystyle, broke new artist first week sales records—to the tune of 800K—that would not be matched for a decade (until a future Dr.Dre protege, 50 Cent, would outdo him).

Musically even more polished, and more pop than The Chronic, Doggystyle was a cultural watershed.But Snoop’s lyrics remained uncompromising, and the album propelled gangsta rap further into the mainstream consciousness than it ever had been.

Songs like “Gin & Juice” and “What’s My Name” juxtaposed supple melodies with meandering G talk, while records like “Pump Pump” and “For My Niggaz & Bitches” barreled through listeners’ ears, with Snoop, even uptempo, still in nonchalant repose.The total package was easy listening, until you wrapped your mind around what exactly the gang-banging Crip was saying.

That blueprint would influence both carbon copy artists like Da Brat and Domino and even subtly affect the music of the Notorious B.I.G.and Jay Z (the future East Coast titans, who had rapped like Mr.Funkee of LOTUG and the Fu-Schnickens, respectively, noticeably decompressed their flows, letting words and lines breathe, in the wake of Doggystyle), among other East Coast artists.But in 1993, as his album cover crudely (but awesomely) illustrated, no one could catch the Dogg.

HONORABLE MENTIONS: Method Man, Treach, Q-Tip

Riding the lesson of Snoop’s ascent that how you say things can trump what you’re saying, Method Man, Wu-Tang’s first breakout star, employed melody to an equally addictive result.While every member of the Clan impressed on “Protect Ya Neck,” it was Meth’s hummable flows on the track’s b-side, “Method Man,” that propelled the ensemble onto the radio and off the shelves.However, like Snoop on The Chronic, Meth had to share the spotlight on 36 Chambers, piquing interest but holding him back from the throne.

In the first half of 1993, Treach and Naughty would position themselves as the uniters of hip-hop with the gimmicky anthem “Hip Hop Hooray” (which admittedly had awesomely all-star cameos in the video), but in the Death Row era Treach’s vision of gangsta became quickly dated.

Q-Tip continued to be a major musical force in ’93, remaining relevant even as tastes changed with ATCQ’s perfect movement, Midnight Marauders.

That said, as the scene put increasing value on tough talk and gangster posturing, Tip’s brand of everyman rap slid slowly to the fringe.—Noah Callahan-Bever

1994: Nas

Nas, Nas, Nas was not the king of disco, despite what the “It Ain’t Hard to Tell” remix would have you believe.But he was a king, the king of rap.In 1994, at the age of 19, Nasty Nasir Jones would ascend the throne with the April release of Illmatic, his debut LP.A raw talent, one of the first to make a name on guest appearances, Nas’ shocking, borderline horrorcore (before horrorcore existed) raps of the early ’90s created an enormous buzz for the Queensbridge MC.

But those wicked raps only scratched the surface of what was to come.Dense yet melodic, wrought yet nonchalant, the rhymes on Illmatic represented the confluence of the last seven years of rap innovation.He was a child of ’88.

From Rakim’s aloof thoughtfulness to Kane’s multi-syllabic juggling to Kool G Rap’s corner-drug-dealing realism to the educated militancy of Chuck D, even the gripping narrative skills of Slick Rick—Nas had it all.And he had it all quietly.Nothing about Illmatic was labored.

Brief but effective, the LP showcased this range efficiently, with nary a heavy-handed or telegraphed moment.Songs like “N.Y.State of Mind” and “Life’s a Bitch” demonstrated his ability to string the almost rambling moments of his internal monologue into ornate tapestries of reflection.On other tracks, like “Memory Lane” and “One Love,” he explored more linear storytelling but with a degree of nuance and subtext that had not been achieved in hip-hop previously.And he married both on songs like “One Time 4 Your Mind” and “Represent,” slipping effortlessly from first-person narrative to meandering thoughts.

Having said all of that, though, one cannot discount the importance of The Source on Nas’ ascendancy.A handful of other albums had earned the distinction of 5 Mics previously, but at a time when the magazine was still growing.

Illmatic’s anointment as a “classic” came as the mag reached maturity as an editorial product and ubiquity as a publication.

As a result, like when Lil Wayne declared himself better than Jay Z, that perfect rating (especially in the face of, say, The Chronic receiving only 4.5 Mics) sparked a national debate around Nas’ excellence.But as time passed, and the album’s layers were pulled apart, absorbed, and appreciated, the young king’s legitimacy was cemented.

Accolades aside, in 1994, if you wielded a mic, Nas was indeed the musician, inflicting composition.

HONORABLE MENTIONS: The Notorious B.I.G., Scarface, Redman

It would be a lie to say that by the end of 1994, Biggie’s meteoric success didn’t take a lot of the wind out of Nas’ sails.And sales.But Big’s burn was a slow one that didn’t reach a fever pitch until Q4.He rode into ’94 on a string of guest spots with the likes of Mary J.Blige and Supercat, but things changed during that summer.

With Nas conspicuously quiet on the radio, Big filled the void with jam after jam ( “Flava in Ya Ear” remix followed by “Unbelievable” followed by “Juicy” followed by “Da B Side” with Da Brat).Still, when Ready to Die dropped, despite its unimpeachable quality and ability to connect far beyond Illmatic’s Tri-state acclaim, it did not catapult Big, lyrically, to the front of the pack.

But it did position him to jockey for the top spot the following year.

1994 was a huge year for Scarface because The Diary proved not only his staying power, but also his ability to transition from the uptempo East Coast-ish production of the early ’90s to the slow, whiny G-Funk era.And that he could do it gracefully, telling the same kinds of dark stories (see: “Hand on the Dead Body,” “Jesse James” ) as in the Geto Boys’ glory days.

Also slowing things down, and daring to tread on the dark side, was Redman, who stomped ruggedly through 1994 making it abundantly clear that his blunted funk still made sense in a post-Chronic, post-36 Chambers world.—Noah Callahan-Bever

1995: The Notorious B.I.G.

CREDENTIALS: 1994’s Ready to Die , DJ Clue? Presents Bad Boy Vol.1 , Junior Mafia’s Conspiracy , “One More Chance (Remix)” and “Who Shot Ya?,” and Total’s “Can’t You See”

When KRS-One dropped his ’95 fan favorite, “Rappers R N Dainja,” neither he, nor the rappers mentioned, nor the even fans knew exactly how right he was.Rappers were in danger.

But not from Kris’ bars—the times, they were a changin’.

And they were changing because of the Notorious B.I.G.(and Puff Daddy).

Big had received universal adulation for his debut, which dropped in the fall of ’94, and as the year began he rode in high off the stream of hits that the LP would yield.But, for all its refinement, Ready to Die was still was very much a product of hip-hop’s silver age.It was in the following year, 1995, that Biggie remixed and refined his sound.He took the humor and lyrical precision of East Coast rapping, but, no doubt inspired by Snoop and Dre on the West, he let his raps breathe.

As a result his lyrical threats hung in the air longer, his jokes hit harder, and generally his turns of phrase became even that much more memorable (and recitable).Add to that the thematic element of aspiration, and Big had drafted the blueprint for hip-hop’s burgeoning Platinum Era.

The one-two knockout of the silky smooth Debarge sampled “One More Chance” / “Stay With Me (Remix)” backed with the menacing b-side, “Who Shot Ya?” a record that separated the boys from men (and the weak from the obsolete), raised the bar.On the latter, which was a redux of both rhymes and beat from a freestyle with Keith Murray on DJ Clue’s Bad Boy Vol.1 mixtape (Keith’s portion would actually appear excerpted as an interlude on Mary J.Blige’s My World), Big coldly dissected his opponents, “Fuck all that bickering beef, I can hear sweat trickling down your cheek/Your heartbeat sound like Sasquatch feet—thundering, shaking the concrete.”

Elevating the record’s vicious raps, 2Pac would claim Big’s detached subliminals were aimed at him, and evidence of Biggie’s collusion in ’Pac’s shooting at Quad Studios.One cannot understate the importance of this feud in both rappers’ success (and ultimate undoing).But Big’s true subliminal shot that year was not at ’Pac but at Death Row’s dominance, and it was packaged as a nod.

On the same Clue tape, Biggie used a patchwork of classic Dr.

Dre beats to tell one his most incredible, winding narratives on “Real Niggaz Do Real Thingz.” As Napoleon had taken the crown from the hands of Pope Pius VII, coronating himself, with that one freestyle Big demonstrated the ability to best his competitors lyrically and stylistically on their own tracks, and in doing so subtly announced his ascension.The Source concurred, crowning him “King of New York” in their July issue.He shored his position over the summer with standout verses on R&B hits by Total and 112 as well as a starring role on Junior Mafia’s two classic singles, “Player’s Anthem” and “Get Money.”

But nothing hammered home Biggie’s place at the top of rap like his live performance video of “Me And My Bitch” from The Show soundtrack , replete in a pin-striped suit and bowler.By the end of 1995 the distance between him and every other rapper was dramatic and evident, as contenders like 2Pac and Nas reinvented themselves as ridahs and dons in reaction.But there is only one Frank White, and in 1995, the world was his, unchallenged.

HONORABLE MENTIONS: Raekwon, Prodigy, 2Pac

Although, during 1995, Big certainly embodied hip-hop’s future, the supremacy of Raekwon and Prodigy’s rapping during that year cannot be overlooked.

East Coast thuggery had been refined, polished, and perfected, and Only Built 4 Cuban Linx…

and Mobb Deep’s The Infamous represented the genre’s creative climax.No reaches for radio play, the two albums were unflinching, dark, and cinematic.

And the LPs’ two lead rappers, both of whom had been considered marginal MCs since their respective debuts in 1993, emerged that year as top tier talent with truly unique voices.Members of Kool G Rap’s lyrical bloodline, both took his gritty style and subject matter, abstracting it, moving off the beat, and even occasionally out of rhyme, to tell their stories in obtuse, noir fragments.Unfortunately their figurative flows may have also limited their audience.

Meanwhile, 2Pac released what many consider his best album, Me Against the World , featuring production from Easy Moe Bee.But ‘Pac would spend most of the year in jail on a rape charge, so despite his obvious artistic growth, he was largely sidelined from any conversation about being the best.

That said, his October ’95 signing to Death Row would put things in motion for him to come guns blazing the following year.—Noah Callahan-Bever

1996: 2Pac

CREDENTIALS: All Eyez on Me , The Don Killuminati: The 7 Day Theory , drops epic diss track “Hit ‘Em Up”

2Pac’s tireless work ethic and prolific output made him a legend, and 1996 saw both of those habits at their highest efficiency.For most of the previous year, he was incarcerated, after being found guilty on three counts of molestation.2Pac was released from Clinton Correctional Facility in October 1995, Suge Knight successfully recruited him to Knight’s infamous, powerful record label, Death Row, and the rapper launched into the next year with unprecedented resilience.

2Pac’s historical tear through 1996 began with the release of All Eyez on Me in February.By then, he had become a mainstream fixture—an icon larger than rap—and it was evident in the album’s reception.

It debuted at No.

1 on the pop charts and moved 566,000 units in its opening week, achieving 5X platinum certification by April.But 2Pac’s appeal that year goes much deeper than sales statistics.

Commercial and creative peaks don’t always correspond, but they did for 2Pac.When his Top 40 presence reached its pinnacle, so did his rapping.Consider the urgent tenacity that embellishes All Eyez on Me’s opening lines: “So many battlefield scars while driven in plush cars/This life as a rap star is nothing without heart.” For the first time, 2Pac brought all of the lyrical dexterity of his East Coast peers, without sacrificing the emotional delivery for which he’d become known.

He was a master of what he said and how he said it.

The masses recognized this, and that summer, the singles “How Do U Want It” and “California Love” reached No.1 on the Billboard Hot 100.They were the first rap songs not bathed in pop-slanting crossover tactics to hold claim to such a feat, and proved that, for this very specific moment in time, Tupac Shakur was absolutely unstoppable, in every field.You could finally say that 2Pac’s potential was fully realized.His voice resonated with the public as much as it did with those on the block, a fact of which he was fully aware: “My lyrics motivate the planet/It’s similar to Rhythm Nation, but thugged out, forgive me Janet.”

This run appeared as if it might end when 2Pac was shot on Sept.7, 1996, but he continued to rule the year, even from the grave.Don Killuminati: The 7 Day Theory, released two months after his death, was more successful upon its release than any of 2Pac’s preceding albums, selling 664,000 in its first week.

He wasn’t floating on meticulous instrumentals with Redman and Method Man on this album, either.

2Pac’s work as Makaveli was more about bombast and calculated rhetoric.That approach gave way to some of the sharpest rhymes of his career.“Bomb First (My Second Reply)” and “Hail Mary” played like battle cries.Rhymes like, “I take this war shit deeply/Done seen to many real playas fall to let you bitch niggas beat me,” channeled his anger into commodity, with an artful consistency.

1996 is a case study for every aspect of why 2Pac is so celebrated.He was a viable, competent artist in multiple arenas, and he had the discipline to incorporate his varied and conflicted missions into a single mantra.That savvy paid off in this year more than any other.It’s a shame that 2Pac’s ride had to end early, and on someone else’s terms, but the dedication to his craft that was on such full display in 1996 is why he’ll live forever.

HONORABLE MENTIONS: The Notorious B.I.G., Nas, Jay Z

After what was, at that point, the best year of his career, Biggie remained a formidable competitor in 1996.

He didn’t have much to offer in the way of new solo material, but his flawless streak of guest appearances was awe-inspiring.

His verses on works like 112’s “Only You” remix and Lil’ Kim’s Hard Core kept him in the conversation.

New to that conversation was then-rookie Jay Z, whom Biggie had also given a feature for his fellow Brooklyn MC’s classic debut, Reasonable Doubt.It took some time for appreciation of the album to set in, but looking back, it’s clearly a remarkable project.The same can be said for Jay Z’s eventual foe, Nas, who released his sophomore album, It Was Written, the same year.

While the album was more commercially successful than Illmatic, it was met with a tepid response from hip-hop fans looking for a rehash of Nasir’s debut.But it was only a total disappointment to the hypercritical.Jay Z rapped, “Who’s the best MC—Biggie, Jay Z, or Nas?” the following year for a reason.

—Ernest Baker

1997: The Notorious B.I.G.

CREDENTIALS: Life After Death , back to back No.1 hits with “Hypnotize” and “Mo Money Mo Problems,” guest spots on “Been Around the World,” “It’s All About the Benjamins,” and “Victory”

Christopher Wallace was only alive for 67 days in 1997, but with a talent so immense, that’s all it took for him to be the most dominant rapper of the year.In the months after Biggie’s March 9 death, it’s almost as if his stock rose.The untimely loss of someone so young, with so much heft in the language of hip-hop, was like a call to reflection.Infatuation with his wit, wordplay, and delivery soared, and 1997, in spite of tragedy, was Biggie’s biggest year.

Life After Death was released just over two weeks after Biggie passed and peaked at No.1 on the Billboard 200.

The album was an ambitious two-disc set with a tracklist comprised of every type of song imaginable.While the diverse styles and subject matter—his daughter’s college plan, kinky sex, hotel heists, a fully-sung ballad—were an organic product of Biggie’s incomparable range, the strategy of Life After Death’s sequencing has become the de facto approach for rap albums in the years since.It’s an incredibly influential project, before you even press play.

When Life After Death does start spinning, the true brilliance of Biggie’s persona and way with words comes into frame.The man was an expert at rapping, and he could wow from any angle.

“Somebody’s Gotta Die” was a storytelling track with the complexities of an Alfred Hitchcock movie.“Notorious Thugs” had Biggie rhyming in a then-shocking double-time flow and besting Bone Thugs-n-Harmony at their own game.

“Ten Crack Commandments” saw him detailing the rules of drug dealing in a manner so languid that you forget it’s a song and not a conversation.Mentioning three tracks doesn’t feel sufficient; literally every single record on Life After Death brings a different skill set of Biggie’s to the forefront.

It’s that aptitude and reach that keeps the Notorious Greatest of All Time conversations, even with his limited amount of material.He dropped intricately arranged rhymes like, “Got the new Hummer in the summer when/I was a new comer then/Drugs and Mac-10s/Hugs from fake friends/Make ends, they hate you/Be broke, girls won’t date you,” with an alarming composure.All of Biggie’s lyrics were presented in an unorthodox pattern that nonchalantly challenged the conventions of rap delivery with every line.

Though Biggie’s songwriting and performance on those songs was at its most admirable in 1997, his untimely death sparked a wave of massive posthumous wins for the rest of the year, with singles “Hypnotize” and “Mo Money Mo Problems” both reaching No.1 on the Hot 100.

The success of his mentor Puff Daddy’s solo venture, No Way Out, also kept Biggie in the spotlight, thanks to his star turns on “Victory” and the “It’s All About the Benjamins” remix.The way he takes the reins on both of those tracks, molding the instrumental to accommodate his prowess, commands a level of respect that’s difficult to dole out to less-deserving MCs in his wake.

Biggie was the most unavoidable voice in hip-hop that year, and for good reason.Every verse of his came equipped with a unique sense of charm, and proficiency, that couldn’t be found anywhere else.

Biggie was the most entertaining rapper to listen to in 1997, from an everyman standpoint—think about how fun it is to spell out B-I-G-P-O-P-P-A at the beginning of his verse on “Mo Money Mo Problems”—and he was also the best, from a purist’s perch.That’s a rare circumstance, but Biggie was never ordinary.

HONORABLE MENTIONS: Busta Rhymes, Jay Z, Twista

While there’s no question that, even in death, Biggie owned 1997, his passing did open the door for other hip-hop acts to emerge.Busta Rhymes had been patiently waiting to make it since his “Scenario” verse five years prior, and the success of “Woo Hah!! Got You All in Check” in 1996 set him up nicely for the career explosion that occurred in 1997.Busta’s style remained avant garde, but his increased sense of speed and control—peep how he holds the same rhyme through every verse on “Put Your Hands Where My Eyes Could See” —earned him points on the technical end.Twista was another MC with a knack for lightning fast flows, and the fact the Adrenaline Rush rapper hailed from a city other than NYC made his leap to national consciousness even more notable.

Jay Z’s Das EFX-like doubletime days were behind him by 1997, but with his friend and collaborator Biggie gone, Hov’s talents became more noticeable.Not many people would take 1997’s In My Lifetime, Vol.1 over the previous year’s Reasonable Doubt, but most will acknowledge that tracks like “Where I’m From” and “A Million and One Questions” are home to some of the best rhymes of Jay’s career.For Hov, it was the beginning of an unprecedented reign.

—Ernest Baker

1998: DMX

CREDENTIALS: It’s Dark and Hell Is Hot , Flesh of My Flesh, Blood of My Blood , guest spots on “Money, Cash, Hoes” and “Money, Power, Respect”

As history tells it, Kurt Cobain and Nirvana saved rock from the death grips of hair metal in the early ’90s.After the glitz and glamour of hip-hop’s shiny suit Jiggy era, the emergence of Yonkers badass DMX was celebrated in the same way.

His debut single, “Get at Me Dog,” had no overwrought ’80s pop sample, and its accompanying visual was a gritty black-and-white account of a night at legendary hip-hop nightclub the Tunnel, rather than an ostentatious display of wealth.

The rap community welcomed this long-missed hardcore approach to the music with open arms, but DMX was more than a contrarian alternative to the popular hip-hop of time.He was, in his own right, an excellent rapper.

In subverting the mainstream, DMX became the mainstream.

It’s Dark and Hell Is Hot debuted at No.1 on the Billboard 200 and achieved multi-platinum sales.Timing plays a role in this success, but really, so much credit is owed to the fact that DMX was rapping with a truly original, at times jarring, audaciousness.His style was rooted in the wizardry of East Coast lyricism, but tracks like “Ruff Ryders’ Anthem” branched beyond that foundation, also incorporating a no-nonsense precision that had been relegated to acts from other regions—Juvenile, Trick Daddy—who were gaining attention at the time.

DMX made history in December 1998 when he released his sophomore album, Flesh of My Flesh, Blood of My Blood, and it too debuted at No.

1, making DMX one of the few artists in any genre to drop two chart-dropping LPs in one year.“Slippin” was the album’s only single, and though it didn’t perform well commercially, the album still went triple platinum.

By then, DMX’s triumphs weren’t a surprise.He was a movie star (Hype Williams’ feature-length debut, Belly, released in 1998), but his way of rhyming made everyone feel like a close friend.His energy, honesty, and vulnerability—“Didn’t keep a haircut or give a fuck how I dressed”—looped America into his narrative, and X has been impossible to ignore ever since.

Jay Z won the Best Rap Album Grammy the following year and boycotted the ceremony because DMX wasn’t nominated.What does that tell you?

HONORABLE MENTIONS: Jay Z, Big Pun, Lauryn Hill

DMX’s record-setting run places him at the front of the pack, but 1998 saw several other hip-hop artists soar to equally dizzying heights as well.It was the year that Jay Z became a pop star, selling five million copies of Vol.

2…Hard Knock Life on the back of his massive Annie-sampling title track single.It was the year that Lauryn Hill stepped out as a solo force, selling eight million copies of The Miseducation of Lauryn Hill, the album that earned her a historical five Grammys in early 1999.It was the year that Big Pun finally saw the potential of his buzz fulfilled and dropped his critically acclaimed platinum debut, Capital Punishment.The accolades and mind-numbing sales figures of each artist were well-deserved, with Jay, Lauryn, and Pun all serving as model examples of the benefits an artist can reap as a result of settling in an uncompromising creative zone.—Ernest Baker

1999: JAY-Z

CREDENTIALS: 1998’s Vol.2…

Hard Knock Life , Vol.3…Life and Times of S.Carter , guest spots on “Heartbreaker” and “Lobster & Scrimp”

After the banner year that was 1998, Jay Z entered 1999 with his confidence at an all-time high.One lyric sums up his thoughts on the competition: “You got a little flow, that’s cool with me…but none of y’all motherfuckers can fool with me.”

Hov spent the majority of the year riding off the success of Vol.

2…Hard Knock Life, releasing singles “Money Cash Hoes” and “Nigga What, Nigga Who” from that album.For anyone who (somehow) missed out on Jay’s efforts the previous year, both tracks served as excellent confirmation of Jay’s rapid ascent.

“Money Cash Hoes” had him effortlessly bending syllables over one of Swizz Beatz’s most unorthodox beats.”Nigga What, Nigga Who” saw Hov flowing faster than usual, without ever missing a step or compromising his depth.

That summer, he contributed “Jigga My Nigga” to Ruff Ryders compilation Ryde or Die Vol.1.

The best way to describe it in a word? Insane.The same goes for his guest verse on Mariah Carey’s No.1 hit, “Heartbreaker.” Even on a straightforward feature about his dalliances with multiple women, the presentation was beyond sharp.His presence was like an insurance policy for any record.

This carried over to the first single for Jay Z’s next album, Vol.3…Life and Times of S.

Carter.”Do It Again (Put Ya Hands Up)” was a brash declaration, with statements that added up to: “I’m still here and I’m still better than you.” His performance on the record supported this, with a liquid delivery that mirrored the progression of the beat.

Hov warned his doubters, “Don’t talk to me ’bout MCs got skills.” There was no need to after a year of such vast lyrical accomplishments.


DMX was still on a tear through the industry, and he captivated mainstream audiences and hip-hop heads alike with his five-times platinum …And Then There Was X.Eminem made his debut, simultaneously scaring and charming America with his immensely skilled shock raps.Nas dropped two albums in one year.

Both were met with mixed reviews but, in retrospect, were still plenty heavy on the deft lyricism on which he based his reputation.

Hov may have been in a lane of his own during 1999, but the market was more than competitive.—Ernest Baker

2000: Eminem

CREDENTIALS: The Marshall Mathers LP , guest spots on “Forgot About Dre” and “Don’t Approach Me,” three classic singles with “Real Slim Shady,” “The Way I Am,” and “Stan,” becomes most controversial rapper on the planet.

After the immense success of The Slim Shady LP and Dr.Dre’s 2001 , Eminem was riding high even as he became overwhelmed by the reach of his new found fame.Rather than crack under the pressure, Marshall took some time (and drugs) in Amsterdam, came back Stateside, and released his magnum opus, The Marshall Mathers LP .Even if it hadn’t become one of the best-selling rap records ever, the record was still a conceptual masterpiece—with Eminem mixing autobiographical detail and absurdist fantasy to chilling results.

As Em stepped into his prime, he began demolishing verses with an unparalleled tenacity for wordplay: “Sick sick dreams of picnic scenes/Two kids, 16 with M-16’s and 10 clips each/And them shits reach through six kids each/And Slim gets blamed in Bill Clint’s speech to fix these streets?” The detail was vivid and visceral.”And if it’s not a rapper that I make it as/I’ma be a fucking rapist in a Jason mask!” His music hit a nerve on critical, commercial, and cultural levels, aided by his blonde hair and blue eyes (as he’d soon point out), but an undeniable achievement nonetheless.

Singles like “Way I Am” showed Eminem for what he was.

An angry white male? Sure.But also the only rapper who could score a massive pop hit by following the words of The 18th Letter.

By 2000, white boy or no white boy, you had to give him the mic and let him recite.

HONORABLE MENTIONS: Jay Z, André 3000, Ghostface Killah

Jigga may not have released the best albums of his career at the turn of the century ( Vol.3 dropped the closing days of 1999 and The Dynasty dropped 10 months later), but he was fresh off skating to four-times platinum, and he did drop two of his biggest singles ever, “Big Pimpin “I Just Want to Love You (Give It to Me).” His confidence had skyrocketed, and he was looking to assert himself: “Y’all niggaz ain’t rapping the same/Fuck the flow y’all jacking our slang/I seen the same shit happen to Kane/Three cuts in your eyebrow trying to wild out/The game is ours will never foul out/Y’all just better hope we gracefully bow out.” This was the last time Jay really had one foot in the streets (his infamous incident with Lance “Un” Rivera at the Kit Kat Klub took place in December 1999), so threats like, “No kids but trust me I know how to raise a gun,” packed more punch.

[‘”] and

Meanwhile, after dropping consecutive platinum classics, OutKast’s André 3000 finally enjoyed being one of the Best Rappers Alive.He earned the distinction past his prime, but Andre’s shine had previously been overshadowed by massive forces like Biggie and 2Pac—the real culprits behind why OutKast got booed at the 1995 Source Awards.After already selling millions, OutKast gained wider recognition with the release of Stankonia and massive singles like “B.O.B.” and the group’s first No.

1 hit, “Ms.

Jackson.” Finally, as Andre assured we would, we listened to what the South had to say.

Back up north in Shaolin territory, Ghostface Killah scored a victory for the floundering Wu-Tang empire with the release of his classic sophomore album, Supreme Clientele .The album was critically heralded though not commercially successful enough to get Ghost wider recognition.But heads took notice as Ghost Deni debuted his non-sequitur rap style that focused more on slang linguistics than easy to interpret rhymes (“Cauliflower hurting when I dumped the trash”).

Ghost has shied away from explaining the lyrics, and maybe it’s better that way—Supreme is a walk down the halls of modern hip-hop abstractionism.—Insanul Ahmed

2001: JAY-Z

CREDENTIALS: 2000’s The Dynasty: Roc La Familia , The Blueprint , Jay-Z: Unplugged , guest spots on “Do My” and “Fiesta (Remix),” epic beef with Nas

Where’s the love? Until The Blueprint , it didn’t seem like hip-hop realized what it had in Jay Z.On Vol.1 , he claimed the city was his, a place where “Niggas pull your card and argue all day about/Who’s the best MC, Biggie, Jay Z, or Nas.” On Vol.

2 , he hit the pop charts, becoming one of the most commercially successful artists in hip-hop and helping to make Def Jam one of 1998’s biggest success stories.

But what remained evasive was critical respect.The previous year, Jay Z’s Roc-A-Fella label compilation, Dynasty , stood apart, thanks to its heavy use of soul samples.In 2001, the era of Swizz Beats’ triton soundclash and Mannie Fresh’s technoid textures, Just Blaze, Bink!, and Kayne West helped Jay Z push a new sonic agenda that changed the game.

At the same time that The Blueprint changed hip-hop’s musical blueprint, Jay achieved the critical adulation he’d been previously denied.He made that stride explicit throughout: “Reasonable Doubt, classic, should have went triple,” he argued on “Blueprint (Momma Loves Me),” and “Do you fools listen to music, or do you just skim through it?” on “Renegade.”

The record received 5 mics from The Source, an XXL rating from XXL, and went double platinum, with the lead single “Izzo (H.O.V.A.)” reaching the top 10.It was no longer “Politics as Usual” ; instead, he mastered the politics of the game, appearing with the Roots on an episode of MTV Unplugged, a chain banging against the Che Guevara T-shirt on his chest, and claimed the New York throne, vacated since the passing of the Notorious B.I.G.With Nas and Mobb Deep dispatched in a few quick verses on “The Takeover,” hip-hop was his.

HONORABLE MENTIONS: Eminem, Ludacris, Jadakiss

The closest competition for Jigga came from Eminem, who (very arguably) bested him on “Renegade.” The Marshall Mathers LP , released the previous year, was still a sales juggernaut, well on its way to a rare diamond sales plaque.Em spent much of 2001 doing live shows, including his much-reported embrace with Elton John at the 2001 Grammys.

He also headlined the Anger Management tour, and he participated in both the Up in Smoke and Family Values tours as well, solidifying his fanbase in both hip-hop and hard rock circles.

Ludacris hit his stride in 2001, following his three-times platinum debut LP with the three-times platinum Word of Mouf .The LP included hit singles “Area Codes” and “Rollout (My Business),” his highest-charting single to that point.He also killed it as a featured rapper ( “One Minute Man” for Missy Elliott and “Bia Bia” for Lil Jon).Jadakiss, for his part, was able to parlay a series of incredible singles ( “We Gonna Make It,” “Knock Yourself Out,” and “Put Your Hands Up”) into a celebrated solo debut, Kiss tha Game Goodbye .—David Drake

2002: Eminem

CREDENTIALS: The Eminem Show , 8 Mile Soundtrack, three top five hits, had the best-selling album of the year across all genres

Everything you need to know about where Eminem was in 2002 you can hear in the second verse of “Till I Collapse.” He hit the scene in 1999 and became the illest rapper to hold the cordless, so by 2002 his tremendous talent was unquestionable (“You’re real and you spit and people are feeling your shit”).So much so he realized he was living through his prime (“This is your moment, and every single minute you spend trying to hold onto it ’cause you may never get it again”) and began thinking about his place in hip-hop’s pantheon, worried he’d never get the props he felt he deserved.People tend to get caught up in the fact that Em named Redman (Reggie) ahead of Jay and Biggie in his infamous list, but really the most crucial detail is that Em lists himself last.

He was as high as he’d ever get but still looking for another hit, on top but still unsatisfied.

Regardless of what ideas were floating around Em’s head, he dropped another monster album that year with The Eminem Show .The record didn’t top his previous effort creatively but still managed to be one of his more accessible albums (at least for hip-hop heads), which for once pitted his lyrics against a backdrop closer to hip-hop’s sonic center—laying bare just how many light years ahead of the average rapper he was.

Yet, that album might not have even been his greatest achievement that year.With the release of the loose biopic, 8 Mile, Slim Shady became an unlikely people’s champ, the rap Rocky.The first single to the film’s soundtrack, “Lose Yourself,” became Eminem’s biggest hit ever and one of his best songs.”Lose Yourself” encapsulated what made Em so special.It was a rap song about the physical act of rapping, proving that Eminem was and would always be a rapper’s rapper, a true student of Rakim.Yet, thanks to his songwriting skills it was also a massive pop hit and had middle Americans who would otherwise never interact with rap chanting along.

There may be unwelcome side effects to that (as seen by the burgeoning number of white rappers), but Em still spread the gospel of hip-hop and did it in the most authentic way possible.

It was only a short while after this that Chris Rock would point out that the best golfer was black, the tallest basketball player was Chinese, and the best rapper was indeed white.

HONORABLE MENTIONS: 50 Cent, Cam’ron, Nas

2002 can also be remembered as the last truly great year for New York hip-hop since all the honorable mentions hail from the Big Apple.After ingesting nine slugs from a 9mm, Curtis Jackson licked his wounds and hit the streets to redefine what a mixtape could be.

He became the first rapper to flood the market in a modern way that wasn’t really possible (or expected) previously.

By the end of the year, he was signed with the best rapper alive, the best thing to ever happen to bootleggers, and he had already proved his soon-to-be unstoppable Billboard prowess with Wanksta 50 Cent Is the Future , wasn’t posturing.It was prophecy.


[.] ” Suddenly, the title of his mixtape,

Yet the early part of the year belonged to a Harlem rapper known for his unusual affinity for the color pink.Cam’ron joined the Roc and didn’t disappoint when he made two huge hits, first “Oh Boy” and then “Hey Ma.” The songs gave Cam national exposure, helped score him a platinum plaque for Come Home With Me, and jump started the Dipset movement.(In between he also wrote Purple Haze, as the intro to that album points out.) Finally, following the personal hardship after the loss of his mother and a moment of clarity after beefing with Jay Z, Nas regained the visceral firepower to bring it back to the streets of New York.

He continued his path as one of New York’s finest with the release of God’s Son and its top-notch single, “Made You Look.” —Insanul Ahmed

2003: 50 Cent

CREDENTIALS: Get Rich or Die Tryin’ , back to back No.1 hits with “In da Club” and “21 Questions,” guest spots on “Magic Stick,” “We All Die One Day,” and “The Realest Killaz,” and the merciless destruction of Ja Rule’s career

Only one year prior to the release of Get Rich or Die Tryin ‘, no one could have predicted 50’s rise.Roc-A-Fella was on top; Cam’ron was rapidly becoming one of the biggest rappers in New York, ready to succeed Jay Z on the back of massive singles “Oh Boy” and “Hey Ma.” Jay Z was coming off the most celebrated release of his career and was about to release an ambitious double album.And 50’s fellow Queens-repping street rapper Ja Rule was dominating the charts with a series of hip-hop ballads.

50’s career, meanwhile, was in stasis; labels wouldn’t touch him and thought he was a danger to himself, and more importantly to their bottom line.

Columbia was wary before the shooting; songs like “Ghetto Qu’ran,” which controversially detailed the history of Queens gangsters (“Don’t be surprised/How freely I throw out names of guys who dealt with pies”) and “How to Rob,” a song-length threat to jack every rapper in the game, had already stirred up controversy.In 2000, 50 was stabbed in a conflict with rapper Ja Rule’s entourage.He was shot and survived an infamous attempt on his life that same year.Who knew what other kinds of trouble he could get into? Columbia promptly dropped him, and his debut record, Power of the Dollar, was shelved.

But the labels missed out on what made those songs resonate.

As a rapper, 50 was ruthless and fearless.And more importantly, he was both of those things more convincingly than Jay Z, who had begun to make moves toward critical respectability and retirement.

And then 50 Cent began releasing mixtapes.At the beginning of June 2002 came 50 Cent Is the Future ; the title was prophetic, and buzz built quickly.It became readily apparent that not only did 50 Cent have a brash street-friendly presence, but he had an ear for melodic hooks.His tapes reinvented pop music for a street audience.Meanwhile, his slurred rap style had a national appeal, which enabled his verses to fit in well with the drawled Southern rappers who had begun to break out in Houston and Atlanta.

Around the same time, a copy of 50’s Guess Who’s Back? CD—a compilation of tracks recorded during the sessions for the unreleased Power of a Dollar LP for Columbia—found its way into Eminem’s hands.

Rumors that summer spread; 50 Cent was signed to Interscope for a reported $1 million.


Dre would helm the project.50 released another mixtape, No Mercy, No Fear , the title of which advertised his selling points.

Here was a rapper who seemed part artist, part action hero.

Coming on a wave of hype, Get Rich or Die Tryin’ was the most anticipated rap debut since Doggystyle.Released in February 2003, the album dominated the year, becoming one of hip-hop’s best-selling albums.By the end of that year, it had gone six-times platinum.It reoriented the entire genre toward street rap’s hard edge, spawned a pair of No.1 singles (“In da Club” and “21 Questions”), and a third that could “only” manage No.3 ( “P.I.M.P.” ).

It also launched the careers of his entire crew, was Grammy-nominated, and became a full-on pop culture phenomenon.

Meanwhile, his long-simmering beef with Ja Rule and Murda Inc.boiled over with the release of 50’s “Realest Killas,” which explicitly accused Ja Rule of biting 2Pac.Ja had commercial success on his side prior to ’03, but at that moment, 50 successfully got under his skin.Ja Rule released a slew of diss tracks in response, culminating in 2003’s diss album Blood in My Eye.

The album was a commercial flop, relative to his previous releases; 50 Cent’s debut, meanwhile, continued to spiral upward, ultimately selling more than eight million copies.


Jay Z’s retirement record, The Black Album , puts him at No.2 on the list.He boasted that he was the “best rapper alive” at this point, and it was arguable in 2003; but his problem has always been a long-term consistency, and in spite of the top 10 success of single “Change Clothes” and standout guest verses on “Beware of the Boys,” “Crazy in Love,” and Frontin


[,”] it wasn’t enough to compete with the 50 Cent juggernaut.

Eminem, always in contention in this era, released three singles from the previous year’s The Eminem Show, two of which charted in the top 20 on Billboard.He also had high-profile collaborations on albums by 50 Cent and Obie Trice, including the incredible posse cut “We All Die One Day.”

Finally, T.I.

recovered from his debut’s flop and built buzz in the streets of Atlanta through a series of mixtapes and the smash underground single “24s.” His scene-stealing guest verse on “Never Scared” grabbed the nation’s attention, and his comeback LP, Trap Muzik , was released.It sold modestly at first, but in time it has become recognized as a Southern hip-hop classic.—David Drake

2004: T.I.

CREDENTIALS: Urban Legend, the slow burn of 2003’s Trap Muzik , Down With the King, guest spots on “Soldier,” “Goodies (Remix),” and “Stomp,” ends Lil Flip’s career

T.I.’s classic Trap Muzik came out in August 2003 and sold modest initial numbers on the strength of the single “24s,” which made it into the lower reaches of the Hot 100.

On the album, T.I.proclaimed himself “King of the South,” a title that sparked controversy.The second single, “Be Easy,” found little chart traction, but in 2004, Tip released “Rubber Band Man,” a David Banner-produced pop-banger that shot up the Hot 100 and peaked at No.30.

Tip’s buzz began to build on a national level in earnest.Unlike much of the competition in Atlanta and the rest of the South at the time, Tip balanced his unapologetically Southern drawl with a lyrical focus.

As difficult as it was to hear much of a New York influence in his drawling syllables, the rapper had an elastic double-time flow and unquestionably deft rhythmic control that ran circles around the competition; witness his guest spot on 2004’s “Look at the Grillz,” which gives co-guest-star Twista a run for his money.

His rising profile was briefly tempered by legal problems in March 2004, when the rapper was sentenced to three years for a probation violation.Luckily for him, he was work-released after only a month.

While Tip was behind bars, rumors spread that rapper Lil Flip had disrespected the MC at a performance, a response to T.I.’s claims that he was “King of the South” on Trap Muzik.An on-wax beef was sparked between the two rappers, one that would later result in a real-world confrontation in Houston.T.I.’s evisceration of Flip’s career came on 2004’s Down with the King, most effectively in its opening moments, when T.I.remixed “99 Problems.”

As his final single from Trap Muzik, “Let’s Get Away,” rose up the Hot 100, Tip prepared for the release of his third album, Urban Legend.The record sold 193,000 copies its first week, besting his previous release, and lead single “Bring ‘Em Out” became his highest-charting single to that point, breaking into the top 10.

Meanwhile, he nabbed a guest spot on one of the year’s biggest hits, joining an ascendant Lil Wayne on “Soldier,” a Destiny’s Child single that hit No.3 on Billboard and went platinum.He also appeared on Young Buck’s “Stomp,” Jim Jones “End of the Road,” and Lil Jon’s epic posse cut “Grand Finale” with blistering verses.

HONORABLE MENTIONS: 50 Cent, Cam’ron, Game

50 Cent, meanwhile, was still riding high off of the success of his debut album; his only solo single, however, was “Disco Inferno,” which didn’t receive quite the acclaim as the singles from his previous record.

His work with G-Unit, however, was more promising.Lloyd Banks and Young Buck were able to ride his coattails to strong sales, and Game was first introduced with singles “Westside Story” and, in particular, “How We Do,” one of the strongest singles in 50’s catalog.But relative to T.I., who was emerging as one of hip-hop’s brightest stars, 50 had moved to a background role.

Cam’ron, in the meantime, prepared to follow up his crossover smash Come Home With Me and translate the modest success of the Diplomats to his own solo record.Purple Haze underperformed relative to its predecessor, but the album was a critical success, and its singles remain classics in the Cam’ron canon—even if, per the album’s intro, they were originally recorded in 2002.

Meanwhile, Game’s buzz, aided by a 50 Cent cosign and the aforementioned “How We Do” and “Westside Story” singles, became an undeniable story, one he would better be able to deliver upon when The Documentary dropped the following year.—David Drake

2005: Jeezy

CREDENTIALS: Let’s Get It: Thug Motivation 101 , Trap or Die , Boyz n da Hood

In 2004, Jeezy first made an impact outside of his native Atlanta, grabbing guest spots on songs by Fabolous and Trick Daddy, releasing his Tha Streets Iz Watchin mixtape, and dropping a video with Bun B titled “Over Here,” which prominently advertised—at least to those in the know—his Big Meech affiliation.

But the following year, Jeezy took off, beginning with the growing buzz around his mixtape.

He first broke nationally on Gucci Mane’s “Icy” single, which, that same year, would become a source of conflict for both rappers.

“Icy” was a smash, and Jeezy’s first true hit, even if Gucci denied him use of it for his Def Jam debut.

At the time, Jeezy was especially invested in obtaining the single; his appeal had been grounded in distinctive ad-libs and a searing vocal style, one that seemed more concerned with blunt, overwhelming force, rather than the dexterity or diversity of previous Atlanta stars like T.I.More to the point, he didn’t have a certified hit.

Jeezy shouldn’t have worried.2005 marked the moment he crossed over completely, becoming one of the genre’s biggest stars.He not only held his own but served as the charismatic center of Atlanta supergroup Boyz N Da Hood’s debut LP.

The record featured the group’s biggest single, “Dem Boys,” with a high-profile endorsement from P.Diddy.Jeezy would be the group’s only breakout star.

As his Trap or Die mixtape continued to gain steam nationally, his debut LP, Let’s Get It: Thug Motivation 101 , was released.

Significantly, the album introduced the world to the trap house sound of Shawty Redd, whose shards of synthesizers were a revolutionary brittle reinvention of hip-hop’s soundscape.It marked the end of hip-hop’s biggest crossover era, as populist gangster rap adapted a more underground, oppositional sonic template, rather than the pop-friendly sounds it had adopted in the TRL era.

The album launched four charting singles, including “Soul Survivor,” which reached No.

4 on the Hot 100 and pushed Atlanta’s new brittle trap house sound onto the national stage.Even his soul-sampling “Go Crazy” broke through on the East Coast; the rapper managed to summon Jay Z and Fat Joe for verses on the remix.Young Jeezy’s totalitarian vision engulfed the country from the grassroots to the top.

HONORABLE MENTIONS: 50 Cent, Game, Common

50 Cent, meanwhile, released The Massacre, a commercial success but something of a critical disappointment.

Songs like “Candy Shop” became massive crossover hits—at the expense of much of the support of his traditional hip-hop audience, who were relegated to enjoying album tracks like “Baltimore Love Thing” and “Ski Mask Way.” Nonetheless, these were incredible songs.In ’05, 50 was also responsible for some of the best tracks in his career, albeit under someone else’s name.

The Game’s debut, The Documentary, put him even more firmly in the conversation.

The LP ultimately went double platinum after selling 586,000 copies in its opening week.”How We Do,” released in late November the previous year, continued to gain airplay, and the album’s third single, “Hate It or Love It,” was an even bigger success.

Game’s success, though, was split with 50 Cent, who was a major part of both singles; ironically, Game ended up with the stronger release, but 50 had scene-stealing verses (and hooks) on the album’s biggest singles.

Common, meanwhile, released one of the best records of his career in Be, a major creative and unexpected commercial success.The rapper was signed to Kanye’s G.O.O.D.Music label the previous year and appeared on The College Dropout.Produced primarily by Kanye West with an assist from the recently deceased J.

Dilla, Common’s Be received 4.5 mics in The Source and an XXL rating from XXL.It also became the rapper’s second gold album, selling around 800,000 units.—David Drake

2006: Lil Wayne

CREDENTIALS: 2005’s Tha Carter II, Like Father, Like Son, Dedication 2, barrage of guest verses including “Gimmie That,” “Make It Rain,” and “You”

At the tail end of 2005, Lil Wayne dropped his best solo LP, Tha Carter II.The album featured a cut called “Best Rapper Alive,” which seemed like another empty boast, but Wayne wasn’t being cocky—he just realized his arrival before the rest of us did.

After Tha Carter II, Weezy started his absolutely ridiculous run, highlighted by Dedication 2 and his joint album with Birdman, Like Father, Like Son, both of which featured some of the best rapping of his soon-to-be illustrious career.

More importantly, his mastery on the mic gave him the confidence to feel his way through any beat and interact with it as he saw fit.Once he started experimenting with more and more styles, the results were fascinating.It wasn’t obvious then, but in retrospect he laid the groundwork for everyone’s favorite version of Tunechi: Coke Rapper Weezy, Drugged-Out Weezy, Mainstream Weezy, Mixtape Weezy, etc.With confidence came comfort, and with comfort Wayne’s personality shined through as he talked more about his love of SportsCenter, motorcycles, and all things New Orleans.

His rhymes made him famous, but his “Murder the adults and let the kids get adopted” approach to fame made him a superstar.

HONORABLE MENTIONS: T.I., Pusha T, Lupe Fiasco

None of that should take anything away from T.I., who had a nearly flawless year as well.Despite his great output since 2003, T.I.always had an issue with finding the right balance between street anthems and pop hits (or as he put it, “T.I.vs TIP”).Prior to King he often leaned too far into the streets—despite his penchant for Billboard hits, songs like “You Don’t Know Me” didn’t quite cross over the way they should have.His later hits like “Live Your Life” were massive but leaned too far into pop territory.But 2006’s “What You Know” struck the perfect balance, as did his album King.

Still, even if T.I.was the King of the South, he wasn’t the Best Rapper Alive.

However, Pusha T might have been the Best Coke Rapper Alive.Whatever it lacked in commercial appeal, Hell Hath No Fury made up for in cold, mechanical raps.Pusha iced every one of his bars with detached debauchery and delivered them like he was about to hawk a loogie.

The keys had opened doors, and suddenly King Push had hit the coke rap zenith.

On the other end of the spectrum, Lupe Fiasco followed up his Fahrenheit 1/15 mixtape trilogy with his well-received debut, Food & Liquor.

He might have been a newcomer, but as his impressive debut proved, he could tell engrossing stories with pinpoint precision, adjust his cadence ever so slightly to give his words greater weight, and still sell a modest amount of records.He not only kicked first-rate rhymes but pushed an image of a rapper more akin to Kanye than 50 Cent.

A trend that would soon gain more momentum.—Insanul Ahmed

2007: Kanye West

CREDENTIALS: Graduation, beats 50 Cent in highly publicized sales battle , drops several huge hits, “Can’t Tell Me Nothing,” “Stronger,” “Good Life,” and “Homecoming”

Kanye West’s career had been building toward this moment all along.By 2007, the stars had aligned and Yeezy became the epicenter of hip-hop, both sonically and artistically.Despite releasing two stellar albums in 2004 and 2005, he was seen as a great producer and great songmaker but never a great MC.During the years when the rap zeitgeist was playing limbo with coke rappers, mixtape runs, and ringtone rap, Yeezy raised the bar up and got his bars up.

His humor was still present as he spit the most Kanye line ever: “I’m like the fly Malcolm X, buy any jeans necessary.” The real change was in Yeezy’s now fluent delivery.No longer did he flub verses with over exposition.Whatever his words lacked in humility they made up for in maturity.

His vocal performance was now poised and patient, characteristics best seen on cuts like ” Flashing Lights ,” where he employed a delicate nuance to his rhymes where a younger Kanye might have gone for a ham-fisted approach.

Beyond his flow, ‘Ye dropped his best songs ever, ” Can’t Tell Me Nothing ,” and finally found what he always sorely lacked: a true street anthem.With ” Stronger ,” Yeezy scored arguably his biggest hit ever, another testament to his crossover appeal (and made Yeezy an early adapter to EDM).

Still, it felt like this was happening right under our noses.When Kanye got into a highly publicized sales battle with 50 Cent, many believed he stood no chance against Curtis.Little did they realize 50’s antics were starting to feel like an old Biggie line: “Fuck that beef shit, that shit is played out.” If you didn’t initially feel the winds of change, then you got hit with the whirlwind of Graduation .

The album outsold 50’s Curtis by a wide margin and not only proved Kanye was a cultural force but one who wasn’t willing to settle.The guy that executives once told to stick to producing was now the Best Rapper Alive.Kanye must have realized it, too.As much as people think Kanye is obsessed with himself, in truth he’s always been obsessed with challenging himself.

That might have something to do with why, as soon as people finally accepted his rapping, he abandoned it to move on to singing.

HONORABLE MENTIONS: Lil Wayne, Jay Z, André 3000

There was one incredibly frustrating thing about Graduation though: the Lil Wayne-assisted “Barry Bonds.” Not because it was a bad song but because Kanye outrapped the previous Best Rapper Alive so badly it felt like Wayne took a dive.We only say that because otherwise Weezy killed it in ’07, releasing about 100 songs.

The easy put down would have been “it was quantity over quality,” but that’s the thing about Wayne in his prime: Nearly everything he did was quality.There was always one random line or burst of flow that wa.

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