Mann recorded Mack freestyling in a car, remarking at the changing scenery, and uploaded it to YouTube, which later went viral, making it his first breakthrough.

[1] Meanwhile, Mack's college roommates eventually made him start practicing in public, in places such as Venice Beach.

He uploaded a video of one of his sessions in February 2017 titled "Venice Beach Freestyle (Part 1)", which reached nearly a million views within a few months, sprouting him into the mainstream.

[6] Mack came back onto Power 106 to freestyle for Kendrick Lamar in June,[7] Casey Veggies in July,[8] and Macklemore in September.

[9] Also in September, he freestyled on The Ellen DeGeneres Show and also made a short film with Red Bull, touring them around Los Angeles.

[13] In celebration of him reaching a million subscribers on YouTube, Mack freestyled for ten hours straight in June 2021.

[19] He had previously collaborated with the coffeehouse chain to host Reverse Roasts, where Mack performs freestyles to uplift people.

[25] Mack supported the 2019 Los Angeles Unified School District teachers' strike in a freestyle on Power 106.

He has named Kendrick Lamar, Rakim, Ashanti, Nelly, Roy Ayers, Big L, Gift of Gab, Snoop Dogg, Jay-Z, The Notorious B.I.G., MF DOOM, Black Thought, Dr. Dre, Nas, Wu-Tang Clan, Gang Starr, A Tribe Called Quest, and De La Soul as influential to him.