Cash began his career in the Toronto punk band L'Étranger, which also included Charlie Angus. When the band broke up in 1986, Cash signed to Island Records as a solo artist. His first release on the label was a reissue of L'Étranger's last recording, Sticks and Stones. He released three albums as a solo artist and had a number of hits, including "Time and Place", "Boomtown", "What Am I Gonna Do with These Hands" and "A Lot of Talk".
He then formed the band Ursula, who released the album Happy to be Outraged in 1995. However, that band was not successful, and broke up after just the one album.
Around the same time as Ursula's demise, however, his brother Peter Cash also decided to leave his band, Skydiggers. Both available at the same time for the first time in their careers, Andrew and Peter decided to write and record together, and released their debut album as The Cash Brothers, Raceway, in 1999.
He also collaborated with Hawksley Workman and Jason Collett on Chrome Reflection, a 2000 album credited to Bird.
In 2007 he released the solo album Murder=.