2012–2014

Pepenazi debuted in the Nigerian music business in 2012 with the release of his rap hit "Arose." Bam Tunes produced it, and it was accompanied by a video. Pepenazi, however, took a hiatus from the entertainment scene as a final-year student and joined the National Youth Service Corps, where he won the 2013 Airtel NYSC Lagos Camp Freestyle Competition.^[3] He made appearances on two Olamide albums: Baddest Guy Ever Liveth (on "Motivation," alongside Ice Prince and Endia)^[4] and Street OT (on "Usain Bolt P," alongside Lil Kesh and Chinko Ekun).^[5] In October 2014, he released two tracks ("Born You" and "Low") that gained some attention.

2015–2016

He released "Adam," a hardcore rap single with Olamide, on February 8, 2015. On May 22 of that year, Pepenazi released the alternative single "Fifemayo" followed by a music video a week later. His "Low" video included Iyanya, Sound Sultan, Lil Kesh, Samklef, DJ Spinall, and Viktoh in cameo appearances.

^[6]Pepenazi then featured Olamide on "Illegal," a pop single which became his major hit. Although Pepenazi's featuring of Olamide triggered speculations that he was signed to YBNL Nation (Olamide's label), he said in a Green News No that his label (Ecleftic Entertainment) was only affiliated with YBNL Nation.^[7] "Illegal" was ranked as a top-five dance-stimulating Nigerian song.^[8]

According to Jim Donnett of tooxclusive.com, Pepenazi was a performer to watch.^[9]

He performed at the Ibadan edition of Star Trek on August 30 August 2015,^[10] and was nominated for Rookie of the Year during the 2015 Headies Awards.

Pepenazi was nominated and won the Most Promising Artist of the Year award at the 2015 Scream Awards^[11] and Revelation/Industry's Cynosure of the year at the 2015 MoreKlue All Youths Awards (MAYA).^{[12][failed verification]} He released "One For The Road" (produced by Pheelz) in 2016, followed by a video and the dance-hall single "Iwo Na (Your Wishes)" with YBNL Nation's Lil Kesh.

In addition to his solo work, Pepenazi was featured on "Gone are the Days" (with DJ Exclusive and Olamide), "Obi Remix" (with Skales and Reminisce), "Motivation" (with Olamide, Ice Prince and Endia), "In Da Mix" (with DJ Snoop), "Dishanku" (with Slay Velli), "Shut Down" (with DJ CLASSIC), "Eran" (with Pjay and Indomix), "Usain Bolt P" (with Olamide, Lil Kesh and Chinko Ekun), and "Designer Remix" (with Tipsy Araga, Xino, and Chinko Ekun). He has worked with several producers, including Pheelz, Dapiano, Young John, T Mode, Drey Beatz, Oga Jojo and Htee.

2017

Pepenazi traveled to South Africa and performed at the Harem and Moloko clubs.^[13] He then released videos for "I Ain't Gat No Time (Male Remix)" (featuring Reminisce and Falz) and the song's female remix, featuring Lucy Q, Phlow, and Mz Kiss. Pepenazi released "Ase," featuring Tiwa Savage and Masterkraft, on May 15. This was followed by a video and the launch of his website^[14] on June 5 June. Pepenazi released another dance-hall single, "Jabo", on 2 August.