Born in Santa Cruz, California, Tree signed to Atlantic Records in 2017 after his song "When I'm Down" went viral[5] and released his debut studio album Ugly Is Beautiful in 2020.

The EP gained some recognition after Radiohead lead singer Thom Yorke approved of his cover of their song "Karma Police".

[10] Tree eventually found himself on hiatus as he went back to school, studying music technology at the California Institute of the Arts.

[11][8] In March 2016, Tree returned to music, being featured on the song "Forget It" by Getter, a part of his EP, Radical Dude!

Tree often writes, acts, and directs sketches in comedy videos, and has worked with companies such as Fuck Jerry.

[11][14] He spent five months practicing freestyle monster truck jumping at the Perris Auto Speedway and performed all his stunts in the music video.

[23] On March 25, 2020, Tree posted a message to his Twitter page, stating that due to the COVID-19 pandemic, Ugly Is Beautiful would not be released on time.

Despite claiming that he was retired, he released the single "Out of Ordinary" on February 4, 2021, announcing the deluxe edition of Ugly Is Beautiful.

[29][30] On May 28, 2021, Tree released a deluxe version of his debut album named Ugly Is Beautiful: Shorter, Thicker & Uglier, from which the song "Life Goes On" gained notable popularity.

[32] On August 5, 2022, he followed up the release of Cowboy Tears with a non-album single titled "Miss You" - a collaboration with German music producer Robin Schulz and a remix of the song "Jerk" from Ugly is Beautiful.

A month later, Tree collaborated with Polish-Irish DJ and producer "TWISTED" for "WORTH NOTHING", a Phonx-infused remix of the song Jerk.

The same day, he played a show at the Red Rocks Amphitheatre in Colorado and announced that this song was the first single released that would be featured on his third studio album, Alone in a Crowd.

He collaborated with upcoming underground dance music group Super Computer for his third single, "Essence" released on September 1, 2023.