Jeff Rosenstock was raised in Baldwin on New York's Long Island. He was born to a Jewish mother who worked as an art teacher and a German Catholic father who worked as a lawyer. Rosenstock identifies as Jewish.
Rosenstock formed his first band, The Arrogant Sons of Bitches (ASOB) in 1995, when he and his friend Joe Werfelman chose not to attend a friend's funeral due to feelings of discomfort, spending the day playing Green Day covers instead. In the midst of ASOB's breakup in 2004, Rosenstock recorded a DIY solo song under the moniker Bomb the Music Industry, which evolved into his next musical project. Bomb the Music Industry became known for their DIY punk ethics and commitment to accessibility, earning a reputation as "the Fugazi for the internet age of punk." Following the release of Bomb the Music Industry's first full-length record, Album Minus Band, Rosenstock founded Quote Unquote Records, the first donation-based record label, distributing all the label's releases digitally through a pay what you want model.
Rosenstock began his solo career in 2012 by releasing his debut solo "mixtape" I Look Like Shit two months after Bomb the Music Industry! had announced their intention to break up. This was followed by the Summer Seven Club project in 2013, which granted purchasers of Rosenstock's 7-inch single "Summer" exclusive access to new songs periodically released over the following months. All the songs from Summer Seven Club were later collected and made available as the Summer + compilation album. Rosenstock's first studio album as a solo artist, We Cool?, was released in 2015. His second solo album, entitled Worry, was released on October 14, 2016. On New Year's Day 2018, Rosenstock's third studio album Post- with 10 tracks was released. His fourth studio album, No Dream, was released on May 20, 2020. A ska version of No Dream, titled Ska Dream was released on April 20, 2021.

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