In 1987 he formed the band Operation Ivy with guitarist
Tim Armstrong, bassist
Matt Freeman, and drummer
Dave Mello. They quickly became a popular band especially at the Berkeley punk club
924 Gilman Street. with
Squirtgun bassist and producer
Mass Giorgini. They released two albums and toured around the country before breaking up in 2003. In August 2008, Jesse went on a short Southern California tour with long-time friend
Jeff Ott, playing new solo songs. In December 2008, he participated in a small Northern California tour with
Mike Park and
Kevin Seconds, as well as formed a new band, Classics of Love. Michaels has stated in interviews and biographical material that the reason for his sporadic / intermittent involvement with music is that he does not consider himself a full-time musician, instead preferring to play music as an avocation rather than a career. Michaels collaborated with former Operation Ivy bandmate
Tim Armstrong for the 2013 original song, "Living In A Dangerous Land" as part of the
Tim Timebomb And Friends series. In March 2023, Michaels and Tim Armstrong along with
Circle Jerks drummer
Joey Castillo and
Trash Talk bassist Spencer Pollard formed the band Bad Optix and released their first single called "Raid". Armstrong promised more songs to come. Less than a week after announcing the formation of the band, the band changed their name to DOOM Regulator due to a band from
Seattle already being called Bad Optics. == Visual artwork ==