At the age of nine, Bushwalla entered a youth theater group called "Kids on Broadway". Ten years later Billy migrated to New York City, where he studied musical theater at the American Musical and Dramatic Academy. There he met Jason Mraz at a party and they subsequently became roommates. After years of honing their own musicianship, the two then moved from New York to Mraz's native Virginia where they performed together as often as they could. Among their collaborations is "Curbside Prophet", a track from Mraz's album Waiting for My Rocket to Come
Bushwalla eventually ended up in California where he continued to hone his eclectic acoustic/hip-hop sound. Known for his freestyle skills on the microphone, Bushwalla has toured extensively throughout the U.S., independently releasing his album Ghetto Blaster, which features the likes of Spooner Oldham, Speechwriters LLC, Tristan Prettyman, and Jason Mraz’s rhythm section.
Throughout 2006, Bushwalla and his band had a regular gig every Sunday at Twiggs Coffeehouse in San Diego. These Sunday shows quickly garnered cult-status, as Bushwalla always had special guests with him on stage, including Jason Mraz, Ainslie Henderson, Jessie Payo, Carlos Olmeda, Toca Rivera, and many many more.
Starting on February 1, 2006 in Chicago, Bushwalla has traveled around the country to people's houses for Living Room Concerts (LRCs). Bushwalla formed the 1-2-3 Band with around 10 of his closest friends. Their live performances are dynamic, very spontaneous and extremely humorous. Jason Mraz is an unofficial member of the band, and often joins them on stage, however fans should not expect this at every show. In April 2008, Bushwalla was part of the Music, Magic, Make Peace Tour with headliner Jason Mraz, The Makepeace Brothers and magician Justin Kredible.