Artists like Chris Webby

Cole Stevenson, known by the stage name Merkules, is a Canadian rapper from Surrey, British Columbia. He is known for his "hangover-rap" style of music.

Jonathan Matthew McCollum, better known by his stage name Rittz, is an American rapper. His debut album The Life and Times of Jonny Valiant was released on April 30, 2013, rising to number 8 on Billboard's Hot R&B/Hip-Hop Songs chart. His next two albums, Next to Nothing (2014) and Top of the Line (2016) peaked at number 3 on the same chart. His fourth album, Last Call (2017), hit number 43 on the Billboard 200. All of these were released under Tech N9ne's Strange Music label.

Jarren Giovanni Benton, is an American rapper from Decatur, Georgia. He signed with California rapper Hopsin's independent record label Funk Volume in 2012, and released his third mixtape, Freebasing with Kevin Bacon in June of that year. His debut studio album, My Grandma's Basement (2013) received positive critical reception and entered the Billboard 200. After the label shut down in 2016, Benton signed with Jay-Z's Roc Nation two years later to release his fourth album, Yuck Fou (2018).

Aaron Hoffman, better known by his stage name SonReal, is an independent Canadian singer, rapper and songwriter.

Benjamin David Goldberg, known professionally as Token, is an American rapper, singer, and record producer from Salem, Massachusetts.

Samuel William Christopher Watson, better known by his stage name Krizz Kaliko, is an American rapper, singer, songwriter, and voice actor. He is a longtime collaborator with fellow hometown native Tech N9ne and was signed to Strange Music from its inception in 1999 up to forming his own label Ear House Inc. in 2021.

Shane Bunting, better known by his stage name Madchild, is a Canadian rapper. He is the founder of the Vancouver-based record label Battle Axe Records, and hip-hop group Swollen Members with Prevail.

La'Reonte Wright, known professionally as Dizzy Wright, is an American rapper and record producer.

Thomas MacDonald is a Canadian rapper, singer-songwriter, record producer and former professional wrestler. His music has been characterized as "MAGA rap", a Trumpist subgenre of political hip-hop.

Connor Price is a Canadian rapper, actor, and internet personality. He began his career as a child actor and became a musician. He is best known for his viral "Spin the Globe" series featuring artists from many countries around the world.

Ryan Daniel Montgomery, known professionally as Royce da 5'9", is an American rapper. Best known for his association with fellow Detroit rapper Eminem, the two met in 1997 and formed the hip hop duo Bad Meets Evil the following year. Their 2011 single, "Lighters", peaked at number four on the Billboard Hot 100 and preceded the release of their debut extended play (EP), Hell: The Sequel (2011). The song and EP—which debuted atop the Billboard 200—have both yielded Montgomery's furthest commercial success.

Evan Sewell Wallace best known by his stage name E-Dubble, often stylized e-dubble, or shortened to e-dub, was an American rapper. He was best known for his Freestyle Friday series in which he released a new song each Friday throughout 2010, with one final unofficial release in 2012. He was the founder of Black Paisley Records. He stood for change and equilibrium, positively inspiring those that saw him for who he was and his messages.

Nappy Roots is an American alternative Southern rap group. The group met in Bowling Green, Kentucky, in 1995 while attending Western Kentucky University. They have worked with Rob Run Corleone of Empire Distribution. On the South Rituals mixtape. They are best known for their hit singles "Po' Folks", "Awnaw", "Roun' the Globe" and "Good Day". The group consists of Milledgeville, Georgia, native Fish Scales and Kentucky natives Skinny DeVille, B. Stille and Ron Clutch.

Swollen Members is a Canadian hip-hop group from Vancouver, British Columbia, consisting of rappers Madchild and Prevail, and producer Rob the Viking. Former group members include Moka Only, Easy Roc, Zodak. Swollen Members have released eight studio albums, three compilation albums, two greatest hits albums, and one live album.