Sherwood’s music career started when he joined a band called Lodgic formed with his brother Michael. Billy played bass and sang, while Michael played keyboards and sang back up. Lodgic also included Guy Allison on keyboards, Jimmy Haun on guitar and Gary Starns on drums. They eventually moved the band to Los Angeles in 1980 and recorded their debut album, Nomadic Sands.
Sherwood and Gowdy were asked to come and jam with Chris Squire, Alan White, and Tony Kaye of Yes. Sherwood would go on to co-produce, engineer and mix studio tracks for Yes’s Keys to Ascension and Keys to Ascension 2 albums. Sherwood and Yes returned to the studio to record The Ladder. During this time too, Sherwood and Squire started putting the finishing touches on their album Conspiracy, largely based on the Chris Squire Experiment material, which was released while Yes was on tour in support of The Ladder in 2000. Billy also took time to perform on his brother Michael’s album Tangletown, released in 1999. Yes recorded a show during The Ladder tour in Sherwood’s hometown of Las Vegas at the House of Blues. This was released as an album and DVD titled House of Yes.
In 2007, a new band with Sherwood, Alan White, Tony Kaye and Jimmy Haun was announced, called Circa. With the release of their debut album Circa 2007 and a live DVD concert, Circa has played various live dates. In August 2008, Billy Sherwood’s released his third solo album, At the Speed of Life, for which he received an award that year as the best Progressive Rock Producer.
In 2011, CIRCA: returned with a new line-up of Sherwood, Kaye, Bruhns and Connor, while Sherwood released his fifth solo album, What was the Question?. In 2012, Sherwood wrote, produced, arranged and performed on The Prog Collective, an album featuring vocal or instrumental contributions from many of the progressive rock artists he had worked with over the years. He reprised the concept with a similar collection of artists for Epilogue, released in 2013.
After Squire’s passing on June 27, 2015, Sherwood became the permanent bassist for Yes and will also be touring with Asia on lead vocals and bass.