Influenced by both rock and roll and folk music, he has performed as both a solo artist, and as a member of various bands. He was a member of Fairport Convention during the early period when they were heavily influenced by American folk rock and sang on their first three albums before leaving in 1969. He initially embarked upon a solo career before forming the bands Matthews Southern Comfort and then Plainsong. Later in his career he was also a member of the bands Hi-Fi, No Grey Faith, and More Than A Song, and in the 2000s has twice revived both Plainsong and Matthews Southern Comfort (MSC). He continues to tour regularly with the current version of MSC. A new MSC album "The New Mine" was released in March 2020, and a vinyl-only album "Fake Tan", recorded with Norwegian band The Salmon Smokers, was released in September 2020.