Artists like Will Smith

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.

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.

Artis Leon Ivey Jr., known by his stage name Coolio, was an American rapper, songwriter and record producer. He was best known for his single "Gangsta's Paradise" (1995), which won a Grammy Award, and was credited for changing the course of hip-hop by bringing it to a wider audience. Other singles included "Fantastic Voyage" (1994), "1, 2, 3, 4 " (1996), and "C U When U Get There" (1997). He released nine albums, the first three of which achieved mainstream success: It Takes a Thief (1994), Gangsta's Paradise (1995), and My Soul (1997). Coolio first achieved recognition as a member of the gangsta rap group WC and the Maad Circle. Coolio sold 4.8 million albums in the U.S.

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".

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.

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.

Macklemore & Ryan Lewis were an American hip hop duo formed 2009 in Seattle, Washington, by rapper Macklemore and record producer Ryan Lewis. That same year they released their first collaborative effort, an EP titled VS. EP. They later followed up with VS. Redux (2010), the Grammy Award-winning album The Heist (2012) and This Unruly Mess I've Made (2016).

Ronald Ray Bryant, better known by his stage name Baby Bash, is an American rapper. His first two albums, Savage Dreams (2001) and On Tha Cool (2002), were released by the independent Houston-based label Dope House Records under his former stage name "Baby Beesh". It was changed to "Baby Bash" before he signed with Universal Records in 2003 and released his pop rap single, "Suga Suga", in July of that year. The song became his first hit, peaking at number seven on the Billboard Hot 100 and serving as lead single for his third album and major label debut, Tha Smokin' Nephew (2003).

Naughty by Nature is an American hip hop group formed in East Orange, New Jersey, in 1986, consisting of Treach, Vin Rock, and DJ Kay Gee.

Blackstreet is an American R&B group founded in 1991 by Virginia Beach, Virginia-based record producers Chauncey "Black" Hannibal, Joseph "Street" Stonestreet, and Teddy Riley. The group released four albums with Interscope Records between 1994 and 2003. They achieved moderate commercial success leading up to their 1996 single "No Diggity", which peaked atop the Billboard Hot 100 for four weeks.

Antoine Roundtree, better known by his stage name Skee-Lo, is an American rapper best known for his 1995 song "I Wish", which became a hit in several countries and reached No. 13 on the Billboard Hot 100.

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.