Webb’s musical career began in the 1980s when he played with jazz, pop and reggae groups on the Manchester scene, including Carmel and Harlem Spirit. He also performed as a percussionist in the London School of Samba for a period in the early 1990s.

Restarting his live career in the 2000s, he worked as pianist and MD with vocalists Kocoa Brown and Nicole Emanuelle before starting a series of writing collaborations with UK jazz musicians and vocalists, including Ayanna Witter-Johnson, Tammy Weis, Jo Harrop, and Alexander Stewart.

His songs have since been recorded by Liane Carroll, China Moses, Alexia Gardner, Mina Agossi, David McAlmont, Vimala Rowe, Cherise Adams-Burnett, Ayanna Witter-Johnson, Jo Harrop and Alexander Stewart, among others. Musicians he has performed live with include Gary Crosby, Guy Barker, Denys Baptiste, Nathaniel Facey, Art Themen, Sue Richardson, Tony Kofi, Winston Rollins and Andrew Cleyndert.

Since 2008, he has also directed and performed in a number of music and spoken word productions, including the jazz history shows Strayhorn the Songwriter (about composer/arranger Billy Strayhorn) in 2010 (revived in 2015) and Jazz at Cafe Society (about the 1940s New York club) in 2011 – both commissioned by the London Jazz Festival. Jazz at Cafe Society had a successful run at London’s Tricycle Theatre in July 2012 and was repeated at London’s Leicester Square Theatre as Cafe Society Swing in December 2013 and June 2014. In November 2013, Webb created a narrated jazz show based on two years in the life of jazz musician Charlie Parker called Charlie Parker on Dial which played at the London Jazz Festival and subsequently at London’s Ronnie Scott’s club.