In 1990 Ian Shaw toured Europe and recorded with fellow singer Carol Grimes. By the mid-1990s, he was regularly performing at Ronnie Scott’s Jazz Club and in 1995 released two albums: Ghosthouse and Taking It to Hart. In 1996, Shaw led his own ‘Very Big Band’ on a UK tour, and by the late 1990s he was performing regularly in the U.S. In 1999, he released In a New York Minute, in 2001 Soho Stories and in 2003 A World Still Turning. Shaw has continued to work regularly with singer Claire Martin, co-hosting the 2004 BBC Jazz Awards and appearing with her on the BBC Radio 2 show Big Band Special.
He won in the Best Jazz Vocalist category at the BBC Jazz Awards in 2004 and 2007. A 2006 album on Linn Records saw him paying tribute to songwriter Joni Mitchell: Drawn to All Things was followed in 2008 by an autobiographical album, Lifejacket. Somewhere Towards Love from 2009 was an intimate album of voice and piano. In 2011 on The Abbey Road Sessions, Shaw was again joined by a band, this time including bass player, Peter Ind. Shaw has continued to perform regularly at festivals and jazz clubs in the UK, and his international appearances have included Canada, the United States, Dubai, Belarus, France, Italy, and Germany. Shaw is also an actor, performing in Jerry Springer: The Opera as the warm-up man/devil, a role created for him by Richard Thomas. In 2005, he appeared as Percy in the film Pierrepoint. His most recent album is The Theory of Joy.