The 50 Greatest Rappers of All Time


Who is the greatest rapper of all time? What does that title mean? Times change. Skills fade. New greats emerge. Old ones decline. How can anyone crown the best emcee when so many great ones are still working?

To be as fair and thorough as possible, here are some ground rules. Eligible artists must have been active for at least 10 years and have released at least two albums. They were evaluated for originality, longevity, lyrics, cultural impact, flavor, battle skills, body of work, poetic value, substance, versatility, vocal presence, live performance, flow, delivery, and influence.

These 50 emcees have done everything it takes to make a play for the throne:

Gift of Gab

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Gift of Gab’s flow is smooth as ice. His poetics are audio tattoos. Though Gift and Blackalicious comrade Chief Xcel never strayed far enough from their recipe to line their walls with plaques, their body of work won the hearts of fans and critics from coast to coast.​

Essential: “Nia


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It’s mostly the voice. It was unmistakable. As the voice of Gang Starr (DJ Premier helmed the duo’s production department), Guru was instrumental in creating one of the greatest hip-hop duos of all time. Extra credit goes to Baldhead Slick for being one of the premier jazz rappers. Who could forget that velvet voice?

Essential: “Daily Operation


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Before the G-Unit tattoos, before the Jay-Z battle, before the Havoc feud, Prodigy was a pivotal player in East Coast rap. P and his partner in rhyme Hav brought dun talk to the Queensbridge projects. Outside The Mobb, Prodigy went on to become a solo force. He teamed up with producer Alchemist on 2007’s “Return of the Mac” and 2013’s “Albert Einstein.” 

Essential: “The Infamous (with Mobb Deep)


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At a time when gangsta rap was the order of the day, Posdnuos and his De La Soul cohorts crashed the party with a smile and some daisies.

Essential: “Is Dead


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A street-wise lyricist, Jadakiss has maintained a startling level of consistency since the days of L-O-X. Aside from his raspy flow and his ability to dismantle anyone on a track, Jada is famous for threatening to throw a refrigerator at Diddy over a publishing dispute.

Essential: “Kiss of Death

Bun B

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Bun B emits charm and charisma on wax and in person. Bun’s technique, leadership, and cultural impact earned him the respect of peers and fans. The 5 mic winning showed he can still hang with the best of ’em.

Essential: “Ridin’ Dirty (with UGK)


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Rappers are obsessed with royalty, many declaring themselves king at some point in their career, but few have taken the proclamation as seriously as T.I. The Kang gained credibility via the cosign of fellow kings such as Scarface and Bun B, but he still had to make good on the title. So he did, dropping hit after hit, juking past rivals, and keeping the street happy simultaneously. T.I.’s best songs are often the ones where the trap meets the charts. Thanks to this foolproof recipe, T.I. has enjoyed multiple platinum successes, including the million-selling “King” and double platinum “Paper Trail.” ​

Essential: “Trap Muzik

Beanie Sigel

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With a distinctive delivery and a tested battle pedigree, Beans followed in the long line of Philly-bred greats. He was one of Roc-a-Fella’s brightest alongside Jay-Z and Kanye West. There must be a special formula in the waters of Philadelphia.

Essential: “The Truth


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DMX made a name for himself with the ever-peculiar mix of spirituality and passion. 1998 was a highlight in his career, as the Yonkers emcee released two albums in one year. Both flew straight to numero uno.

Essential: “It’s Dark and Hell Is Hot

Snoop Dogg

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Not too many rappers have been able to create mainstream hits while still keeping it “G.” Apart from wielding the slickest of slick flows, Snoop has supplied some of the most captivating hooks hip-hop has ever witnessed. 

Essential: “Doggystyle

Queen Latifah

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Queen Latifah wasn’t the first female rapper, but she was definitely the first to become a star. Her third album, “Black Reign,” became the first by a female emcee to be certified gold. Latifah’s commercial success kicked down doors for future stars such as Da Brat, Lauryn Hill, and Nicki Minaj. 

Essential: “All Hail the Queen

Kendrick Lamar

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Kendrick Lamar emerged as arguably the best rapper of the 2010s, following the release of two critically acclaimed albums, “good kid, m.A.A.d city” and “To Pimp a Butterfly.” His pre-Aftermath/Interscope project, “Section.80,” wasn’t too shabby, either. Lamar brought a refreshing sense of leadership and innovation to the game, challenging his peers, highlighting societal ills, and, ultimately, pining for a hopeful resolve.


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As Tribe’s lead emcee, Q-Tip helped pioneer jazz rap. Tip promoted Afrocentric ideals and social discourse without ever raising his voice.

Essential: “Midnight Marauders

Kanye West

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Kanye West walks around with a Texas-size boulder on his shoulder, but he has the skills to back up the drama. West is arguably the best producer on the mic. His technique has evolved over the years, and his albums are topically diverse. His influence is ubiquitous. 

Essential: “Late Registration

Busta Rhymes

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One of the founding principles of emceeing is the ability to move the crowd. Who can say they’ve never been compelled to move to the beat by Busta’s favorite grunt: “Whoo-HA!” Extra points for being the most energetic live performer in hip-hop history.

Essential: “Extinction Level Event: Final World Front

Lupe Fiasco

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When your first hit is about skateboarding and you ka kun ka kun your way to the top of the game while eating Kanye West on his own track, your future certainly looks bright as all seven skies. Emperor Lu has toyed with career suicide, but he still lives to influence a generation of lyricists such as J. Cole and Kendrick Lamar.

Essential: “Food & Liquor


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Although the “chef” in Raekwon the Chef has more to do with white meat than soul food, Rae helped create the recipe for mafioso rap in the ’90s. Apart from his obvious influence on many of today’s emcees, he is also the author of one of the best hip-hop albums of all time, “Only Built 4 Cuban Linx.”

Essential: “Only Built 4 Cuban Linx

Kool Moe Dee

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With his deadly combination of wit and grit, Kool Moe Dee helped write the blueprint for what would eventually become known as battle rap.

Essential: “How Ya Like Me Now


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Military vet Canibus is known for his esoteric psych-rap transcendence. When he’s not battling an unidentified foe, he’s pondering UFO conspiracy theories and the nature of chicken parmesan. Anyone who can battle LL Cool J and Eminem in the same lifetime and still stand is a man of valor.

Essential: “Mic Club: The Curriculum

Royce da 5′ 9″

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Anyone who’s ever driven a standard one-gear car understands the mind of Royce da 5′ 9″. Nickel Nine knows only one way to steer the mic, and that’s to subdue every beat he comes in contact with. A battle vet, Royce thrives on competition. He’s teamed up with Eminem as Bad Meets Evil and plies his trade as one-fourth of the supergroup Slaughterhouse, alongside Joe Budden, Crooked I, and Joell Ortiz. 

Essential: “Death Is Certain

Killer Mike

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Killer Mike is the new school Ice Cube: the voice of a minister, the attitude of a Panther, and the delivery of a cannonball. Mike’s versatility is one of his best weapons. He rocks party jams and militant anthems with the same gusto.

Talib Kweli

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Talib Kweli was drawn to writing at an early age, having grown up with college professors as parents. Kweli extends those early lessons to his art, using hip-hop as a platform to enlighten and empower his community.​

Essential: “Quality

Ghostface Killah

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Ghostface is one of the most imaginative storytellers of our time. He’s also the most consistent album maker in hip-hop, with a deep, rich catalog of great albums.

Essential: “Supreme Clientele


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AZ, who debuted on Nas’ 1994 hit song “Life’s a B***h,” is arguably the most underrated rapper ever. Too tough to sell out, his “intelligent thug” persona sets him aside from his peers.

Essential: “Doe or Die

MC Lyte

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Brooklyn’s own MC Lyte is the complete package. She made her entrance by helping Sinead O’Connor to a dance hit, throwing flames at a cheating boyfriend, and railing against copycat rappers, all at the same time.

Essential: “Lyte as a Rock

Big Pun

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Despite his large frame, Big Pun’s fun, fast, and feisty rhymes kept him light years ahead of his peers. He was also the first solo Latino rapper to go platinum.

Essential:Capital Punishment

LL Cool J

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LL’s longevity has never been disputed—he hasn’t been able to “Live Without His Radio” since 1985—and, unlike other ’80s icons, Cool J has managed to reinvent his style over the years to reflect the current hip-hop landscape.

Essential: “Mama Said Knock You Out

Big L

Gunned down in his prime at 24 on Feb. 15, 1999, the rest of Big L’s talent followed him to the grave. But he left behind enough material to make a case as one of the most talented poets in hip-hop history.

Essential: “The Big Picture

Masta Ace

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Surrounded by Juice Crew vets Marley Marl, MC Shan, Big Daddy Kane, Biz Markie, Roxanne Shante, and Craig G, Masta Ace was an early unsung talent. His wit, wordplay, and consistency eventually earned him a spot among the greats.

Essential: “Disposable Arts

Pharoahe Monch

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Through his panoramic vision and hyper-realistic narratives, Pharoahe Monch solidified a reputation as one of hip-hop’s prominent lyricists.

Essential: “Internal Affairs


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Redman doesn’t get the credit he deserves, but he’s inspired a handful of other greats on this list, including Eminem. Sometimes satirical, sometimes silly, Redman is one of the liveliest storytellers of his era.
Essential: “Muddy Waters


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An ingenuous street poet, master storyteller, and battle-worn warrior, Common has kept Chi-town hip-hop’s flag flying high for two decades.

Essential: “Resurrection

Lauryn Hill

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After years as a member of the Fugees, Lauryn Hill finally broke out as a solo star with 1998’s “The Miseducation of Lauryn Hill.” Some of the album’s most unforgettable tunes are poignant tributes to motherhood, relationships, and culture. Lauryn is one of the greatest emcees of all time, male or female.

Essential: “The Miseducation of Lauryn Hill

GZA / Genius

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Armed with sharp metaphors and a smooth flow, Shaolin swordsman GZA is one of the most cerebral emcees in the Wu family.
Essential: “Liquid Swords

Black Thought

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Black Thought is a surgeon of emceeing, reaching only for the most incisive effect that each line and verse, each metaphor and punchline, can convey, and applying his skill accordingly. If you listen closely you might hear him feeling around his tool box for just the right flow, the right vocal inflection, the right rhyme sequence. He always seems to find it.

Essential: “Illadelph Halflife

Chuck D

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Lyrical with a militant message and a take-no-prisoners persona, Chuck D remains a hugely influential figure in the game.

Essential: “It Takes a Nation of Millions to Hold Us Back

Mos Def

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Before he caught the acting bug, Mos Def made an indelible impression on hip-hop with lyrics so clean they made your parents boogie.

Essential: “Black on Both Sides

Andre 3000

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He raps, sings, acts, and even dabbles in guitar. Andre 3000 is hip-hop’s renaissance man. Although he’s released no solo albums, Dre has developed a reputation for stealing the show with nearly every guest appearance.

Essential: “Aquemini

Slick Rick

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Despite myriad run-ins with the INS and jail stints, Ricky Walters managed to hold down the storytelling department like no other.

Essential: “The Great Adventures of Slick Rick

Ice Cube

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Politically salient with an in-your-face voice, Ice Cube developed a cult-like following by favoring substance over style. He’s also the only man who went to war with NWA and came out on top.​
Essential: “Death Certificate

Big Daddy Kane

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Big Daddy Kane is the original king of swagger. Charismatic and confident on the mic, Kane entertained the world with his peculiar flair and stylish wardrobe. Rappers such as Jay-Z, Biggie, and Snoop later adopted his player persona.

Essential: “Long Live the Kane

Kool G Rap

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The next time your favorite emcee commits a double-homicide on wax, blame it on Kool G Rap. Why? He’s the grandfather of hardcore hip-hop. Some of the grittiest street tales in rap grew out of G Rap’s rhyme book.

Essential: “Wanted: Dead or Alive (with DJ Polo)


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Eminem is a once-in-a-generation talent. His dystopian rhymes, complex flow, experimental wordplay, and meticulous phrasing make him one of the best emcees of all time.

Essential: “The Marshall Mathers LP


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Only a handful of emcees have managed to sustain their alignment with the streets regardless of mainstream plaudits. Scarface is at the top of that list. His street tales and poetic raps are constant reminders that Brad Jordan is the voice of the hood.
Essential: “The Diary


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Tupac Shakur is the most influential hip-hop artist of all time. Even in death, 2Pac remains a transcendental rap figure. Afeni’s baby is often imitated but never duplicated.

Essential: “Me Against the World


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Jay-Z changed the game on and off wax. Musically, he inspired a host of young emcees eager to learn how to hustle their flow. Business-wise, he inspired a group of hustlers-turned-trappers. Peep his flawless flow and double-entendres. That marketing plan was him.

Essential: “Reasonable Doubt

The Notorious B.I.G.

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The Notorious B.I.G. was the complete emcee. He had the stories, the hits, the unforgettable guest rhymes, the lyrics, and a great body of work to leave a lasting mark. Biggie had enough pizzazz to sway audiences young and old. His effortless wit and unparalleled flow made him one of the greatest rappers of our time.

Essential: “Ready to Die


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While others bragged about their guns, Rakim celebrated his skills. Before Rakim, hip-hop was all about nursery rhymes. He changed the game by introducing multisyllabic rhymes and a slew of new slangs. A smooth, laid-back flow and positive messages are the hallmarks that make Rakim half of one of rap’s greatest duos and a contender for the ultimate crown in hip-hop.

Essential: “Paid in Full (Eric B. & Rakim)


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Nas is an emcee’s emcee. Nimble voice? Check. Gripping tales? Check. Concept songs? Check. Classic albums? Check. An exemplary commitment to integrity.? Check, check, check. Whether rapping about project windows or fried chicken, Nas has a way of bringing pictures to life. He’s weathered the vagaries of the music industry and maintained a dedicated fan base. All his albums have been certified gold or platinum. That’s a remarkable feat for a man not known for Top 40 hits. 

Nas is the greatest emcee of all time.

Essential: “Illmatic”

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