Artists like Juelz Santana

The Diplomats were an American hip hop collective formed in the summer of 1997 by childhood friends Cam'ron and Jimmy Jones in Harlem, New York City. The group was originally composed of Cam'ron, Jim Jones and Freekey Zekey, all of whom grew up together in Harlem. In 1999, fellow Harlem-based rapper Juelz Santana joined the group.

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.

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.

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

David Darnell Brown, better known by his stage name Young Buck, is an American rapper. He was affiliated with Birdman's Cash Money Records in 1997, formed the hip hop collective UTP with Juvenile and Soulja Slim in 2000, and joined 50 Cent's group, G-Unit by 2003. In 2003, he signed with 50 Cent's G-Unit Records, an imprint of Interscope Records to release his debut studio album Straight Outta Cashville (2004) and its follow-up Buck the World (2007), both of which peaked at number three on the Billboard 200 and were met with critical praise.

Jay Wayne Jenkins, known by his stage name Jeezy, is an American rapper. He is credited, alongside fellow Georgia-based rappers T.I. and Gucci Mane, with pioneering the hip hop subgenre trap music for mainstream audiences. Jenkins began his career in 2001, releasing two independent albums until signing with Def Jam Recordings to release his major label debut, Let's Get It: Thug Motivation 101 (2005). The album peaked at number two on the Billboard 200, sold 172,000 copies in its first week, and received double platinum certification by the Recording Industry Association of America (RIAA); its lead single, "Soul Survivor", peaked at number four on the Billboard Hot 100 and remains his highest-charting song.

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).

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.

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.

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.

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.

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".

Curtis James Jackson III, known professionally as 50 Cent, is an American rapper, actor, television producer, record executive, and businessman. Born in Queens, a borough of New York City, Jackson began pursuing a musical career in 1996. In 1999–2000, he recorded his debut album, Power of the Dollar, for Columbia Records. During a shooting in May 2000, he was struck by nine bullets, causing its release to be canceled and Jackson to be dropped from the label. His 2002 mixtape Guess Who's Back? was discovered by Detroit rapper Eminem, who signed Jackson to his label Shady Records that year.

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.

Jarvis Antonio Mills, better known by his stage name Jae Millz, is an American rapper from Harlem, New York. He is best known for his appearances on Young Money Entertainment's 2009 singles "BedRock" and "Every Girl," having signed with the label a year prior. His debut album, Nothing Is Promised was scheduled for release in 2013, although it remains unreleased; he departed from the label the following year.

Antoine Franklin McColister, known professionally Ace Hood, is an American rapper. Born in Port St. Lucie and raised in Deerfield Beach, Florida, he was discovered by DJ Khaled and became the first act to sign with his record label, We the Best Music Group, in 2008. Released in a joint venture with Def Jam Recordings, his debut studio album, Gutta (2008), was met with moderate critical and commercial reception, but spawned his first Billboard Hot 100 entry, "Ride".