Artists like Puff Daddy

Sean John Combs, also known professionally as Diddy, is an American former rapper, record producer, record executive, and actor. He is credited with the discovery and development of musical artists such as the Notorious B.I.G., Mary J. Blige, and Usher, among others.

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.

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.

Sean John Combs, also known professionally as Diddy, is an American former rapper, record producer, record executive, and actor. He is credited with the discovery and development of musical artists such as the Notorious B.I.G., Mary J. Blige, and Usher, among others.

Diddy – Dirty Money was an American musical trio, composed of R&B singers Dawn Richard and Kalenna Harper, and rapper Sean "Diddy" Combs. The group, formed and introduced by the latter in July 2009, refers to their billing with Combs, while the "Dirty Money" act refers solely to Richard and Harper. The group signed with Combs' Bad Boy Records, a then-imprint of Interscope Records to release five commercial singles leading up to the release of their debut collaborative album, Last Train to Paris (2010). Supported by the single "Coming Home", the album peaked at number seven on the Billboard 200 and saw positive critical reception. It was preceded by one mixtape and followed by another until their 2012 disbandment.

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.

Maurice Samuel Young, better known by his stage name Trick Daddy, is an American rapper from Miami, Florida. He is best known for his 2004 single "Let's Go", which peaked at number seven on the Billboard Hot 100. The album of which it preceded, Thug Matrimony: Married to the Streets (2004) peaked at number two on the Billboard 200 albums chart; both of which remain his most successful releases to date.

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.

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.

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.

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.

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.

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.

Craig Jamieson Mack was an American rapper. He is best known for his tenure with Bad Boy Records, during which he released his 1994 single "Flava in Ya Ear" (1994), which peaked within the Billboard Hot 100's top ten. The song preceded his debut studio album Project: Funk Da World (1994), which spawned his second top 40 single, "Get Down". His second album Operation: Get Down (1997) was released by Scotti Brothers Records.

Kris Kross was an American hip hop duo composed of rappers Chris "Mac Daddy" Kelly and Chris "Daddy Mac" Smith and formed by record producer Jermaine Dupri. They were the youngest hip-hop group to gain commercial success, charting releases by the age of 13. Smith and Kelly were discovered by Dupri in 1990, with whom they signed as the first act on his record label So So Def Recordings.

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.

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.