He is also a musician, mainly a classical singer, but also a pianist, composer and arranger. His vocal arrangement of the University Challenge theme tune featured in a BBC2 documentary about the TV quiz. He is a regular choral singer on the London church scene, despite not being a Christian - a contradiction he explored in his 2006 solo Edinburgh debut I Know What You Did Last Sunday.
In his pre-comedy career in public relations, his campaigns included the UK launch of the Blackberry handheld email device.
Trivia: his great-grandfather (also James Sherwood) scored the only goal in the 1914 Amateur FA Cup Final.