Artists like Ruff Ryders

Jason Terrance Phillips, better known by his stage name Jadakiss, is an American rapper who began his career in the 1990s and formed the hip hop trio the Lox alongside Styles P and Sheek Louch in 1994. The group signed with Puff Daddy's Bad Boy Records, an imprint of Arista Records to release their debut studio album, Money, Power & Respect (1998); their second album, We Are the Streets (2000) was released by Ruff Ryders Entertainment, an imprint of Interscope Records. Both peaked within the top five of the Billboard 200 and yielded critical praise; their two subsequent albums, Filthy America... It's Beautiful (2016) and Living Off Xperience (2020) were both released by Jay-Z's Roc Nation and met with continued praise.

Earl Simmons, known professionally as DMX, was an American rapper, songwriter, and actor. His accolades included an American Music Award, a Billboard Music Award, and six Grammy Award nominations. Regarded as an influential figure in the late 1990s and early 2000s and one of the greats of hip-hop, his music is characterized by his "aggressive" rapping style, with lyrical content varying from hardcore themes to personal themes such as trauma or childhood abuse.

Robert Ross, known professionally as Black Rob, was an American rapper who was signed to Sean "Puffy" Combs' Bad Boy Entertainment. He was best known for his 2000 single "Whoa!", which peaked at number 43 on the Billboard Hot 100.

John David Jackson, known professionally as Fabolous, is an American rapper. Raised in Brooklyn, he first gained recognition for his ability upon performing live on DJ Clue's Hot 97 radio show. Jackson then signed to Clue's record label Desert Storm Records, in a joint venture with Elektra Records. He rose to further prominence with his debut studio album Ghetto Fabolous (2001), which spawned the hit singles "Can't Deny It" and "Young'n ." Adopting a further commercially-oriented approach, his second album, Street Dreams (2003), was supported by the singles "Can't Let You Go" and "Into You" —both of which peaked at number four on the Billboard Hot 100.

Freeway is a Dutch rock group from Amersfoort, founded by Wim Bos and Dick Visser (drums) on 1 March 1968. Their rock & roll-like style of music is broadly comparable to the Rolling Stones. The founding musicians were:Dick Visser - drums and lead singer Wim Bos - bass guitar Elly van Zoelen - singer Roy Driessen - rhythm guitar Gijs Westerning - lead guitar

Moses Michael Levi Barrow, best known by his stage name Shyne, is a Belizean politician and former rapper. He served as Leader of the Opposition in the House of Representatives, and the leader of the Belize United Democratic Party.

Mason Durell Betha, known professionally as Mase, is an American rapper. Best known for his work with Sean "Puff Daddy" Combs' Bad Boy Records, he signed with the label in 1996 and quickly found mainstream recognition as Combs' hype man. He guest appeared on Combs' 1997 single "Can't Nobody Hold Me Down", which peaked atop the Billboard Hot 100, while his first two singles as a lead artist, "Feel So Good" and "What You Want", both peaked within the chart's top ten. Released in October of that year, his debut studio album, Harlem World (1997), peaked atop the Billboard 200 chart, received quadruple platinum certification by the Recording Industry Association of America (RIAA), and spawned his third top ten single as a lead artist, "Lookin' at Me". Furthermore, his guest performances on labelmate the Notorious B.I.G.'s single "Mo Money Mo Problems" and Combs' "Been Around the World" peaked at numbers one and two on the Billboard Hot 100, respectively, that same year.

Nathaniel Dwayne Hale, known professionally as Nate Dogg, was an American singer, rapper, and songwriter. He gained recognition for providing soulful choruses and other guest vocals on several notable hip-hop songs between 1992 and 2007, earning him the honorific title "King of Hooks".

Sean Divine Jacobs, better known by his stage name Sheek Louch, is an American rapper, best known as a founding member of East Coast hip hop trio the Lox, which he formed in 1994 with Jadakiss and Styles P.

Shawn Corey Carter, known professionally as Jay-Z, is an American rapper, businessman, and record executive. In 2023, Billboard and Vibe ranked him as the greatest rapper of all time. Rooted in East Coast hip-hop, Jay-Z is known for his complex lyricism that often uses double entendres, wordplay, and braggadocio. His music is built on a rags to riches narrative. According to Forbes, he is the wealthiest music artist in history, worth an estimated US$2.8 billion as of 2026.

Rashia Tashan Fisher, known professionally as Rah Digga, is an American rapper and actress. She is best known as a longtime member of the Flipmode Squad, a hip hop group led by Busta Rhymes. Her debut album, Dirty Harriet (2000), peaked in the top-20 of the Billboard 200, and she released her second album, Classic, in 2010. She starred in the horror film Thirteen Ghosts (2001) as Maggie.

Joseph Anthony Budden II is an American broadcaster and former rapper. He first gained recognition with his 2003 single "Pump It Up", which peaked in the top 40 of the Billboard Hot 100 and preceded the release of his eponymous debut studio album (2003). A critical and commercial success, the album peaked in the top ten of the Billboard 200, although it was his only major label release for Def Jam Recordings. He released seven more independent albums to continued critical praise. While doing so, he performed as a member of the hip-hop supergroup Slaughterhouse, who signed with Eminem's Shady Records in 2012; the group released two studio albums. In 2014, he was made fun of in episode nine, "Tombstone," of Loiter Squad's third season, with his beard divorcing him, played by rapper Earl Sweatshirt.

M.O.P. is an American hip-hop duo composed of rappers Billy Danze and Lil' Fame, best known for their song "Ante Up." The group has frequently collaborated with DJ Premier. The group is part of the Gang Starr Foundation. Fame occasionally produces under the moniker Fizzy Womack and has produced tracks on every M.O.P. release since 1996's Firing Squad. He has also worked for other artists, including Kool G Rap and Wu-Tang Clan.

Michael Lawrence Tyler, better known by his stage name Mystikal, is an American former rapper and actor from New Orleans, Louisiana. He is noted for his brash and explosive vocal delivery, characterized by a Southern rasp. He signed with the New Orleans-based record label Big Boy Records to release his self-titled debut studio album (1994), which was re-released by Jive Records the following year as his major label debut, Mind of Mystikal (1995). He then parted ways with the former label in favor of its local competitor, Master P's No Limit Records, through which he released his second and third albums, Unpredictable (1997) and Ghetto Fabulous (1998), and Goodfellas (1999) as a member of its flagship group, 504 Boyz.

Christopher Lee Rios, better known by his stage name Big Pun, was an American rapper. Emerging from the underground hip-hop scene in the Bronx, he came to prominence upon discovery by fellow Bronx rapper Fat Joe, alongside Cuban Link and Triple Seis, and thereafter guest appeared on his 1995 album Jealous One's Envy.

Christopher Brian Bridges, known professionally as Ludacris, is an American rapper and actor. Born in Champaign, Illinois, Ludacris moved to Atlanta, Georgia, where he first began rapping. Starting out with a brief stint as a DJ, he formed the record label Disturbing tha Peace in the late 1990s to release his debut studio album Incognegro (1999). After its single, "What's Your Fantasy", became a top 40 hit on the Billboard Hot 100, the album was re-released by Def Jam Recordings as his major label debut, Back for the First Time (2000). The latter album peaked at number four on the Billboard 200 and spawned his second top 40 single, "Southern Hospitality".

Barry Adrian Reese, better known by his stage name Cassidy, is an American rapper. He first garnered attention for his freestyles and competitions as a battle rapper in the late 1990s, and formed the Philadelphia-based hip hop collective Larsiny by the end of the decade. American record producer Swizz Beatz discovered the group in 2000 and signed Cassidy to his newly-established Full Surface Records, in a joint venture with J Records. He adopted a commercially-oriented approach for his 2003 debut single "Hotel" and its follow-up, "Get No Better" ; the former peaked at number four on the Billboard Hot 100 while both preceded the release of his debut studio album, Split Personality (2004).