Troper played in the bands Your Rival and Sancho in the early 2010s and released his debut album Beloved in 2016 through the record label Good Cheer.[1][2] In 2017, Troper followed up that release with his second full-length album titled Exposure & Response.[3] The album was named "Album of the day" by Bandcamp upon release.[4] In February 2020, Troper released his third full-length album, Natural Beauty.[5] Troper embarked on a tour in promotion of the album, but it was cancelled halfway through due to the COVID-19 pandemic.[6] In 2021, Troper released an album where he covered the entire Beatles album Revolver.[1] Troper's fourth full-length album, Dilettante, was released in 2021.[7] Troper's fifth full-length album, MTV, was released in 2022 on Lame-O Records.[8][9] In 2023, Troper released a cover album of unreleased Jon Brion songs, titled Troper Sings Brion.[10]
In March 2024, Troper's ex-partner Maya Stoner publicly alleged that he had been physically and psychologically abusive.[11][12] Troper was subsequently dropped by his management and publicity team, and Lame-O announced that they would no longer be releasing his upcoming album Svengali.[13] Troper denied the allegations, released the album on his own label Day to Day Records, and sued Stoner for defamation.[14][15] The lawsuit was settled in October of that year, with Stoner formally retracting the allegations via an affidavit and agreeing to a no-contact order.[16]