He is the creator and host of hip hop culture-oriented podcast No Jumper,[4][5][6] and has been described as "underground hip-hop’s major tastemaker" by Rolling Stone.

[8] Later, he created ONSOMESHIT, a BMX biking team and BMX-based clothing line which at one point had a retail store on Melrose Avenue in Los Angeles.

[10] Revived in 2015, Grandmaison's No Jumper podcast, hosted on YouTube, focuses on interviews with rap artists and pop culture tastemakers.

[12] It originally started as a BMX podcast with vlogs dedicated to Grandmaison's life running ONSOMESHIT's retail store.

Notable people interviewed include Anthony Fantano, KSI, Riley Reid, "Sugar" Sean O'Malley, Aaron Carter, and Charlamagne tha God.

[6][19] On June 20, 2018, Grandmaison held a memorial event for rapper XXXTentacion, who had been murdered in Florida two days prior, in front of his ONSOMESHIT store in Los Angeles, with a crowd of about 300 people.

[22] Grandmaison was one of the promoters for YouTube personality FouseyTube's event "Hate Dies, Love Arrives", which was shut down via a bomb threat which left 1,500 people evacuated.

[24] During the 2022 trial of rapper Tory Lanez for his 2020 shooting of Megan Thee Stallion, No Jumper's news coverage of the event was stated to have promoted "an overeagerness to share unverified information".

[29] Grandmaison, along with his fiancée Lena, announced a new podcast in November 2021 titled Plug Talk, which focuses on interviewing adult film stars on OnlyFans and having intercourse with them afterward.