Hollingworth began his musical career as a boy chorister at
Hereford Cathedral. He read music at
New College, Oxford, and then studied at the
Guildhall School of Music and Drama. Hollingworth founded the vocal ensemble
I Fagiolini in 1986 while at Oxford, and has been their director for almost forty years. In addition to conventional audio recordings, the group also presents early music in a novel, often theatrical manner, both in live performances and via video recordings.
The Guardian has described their performances as 'startlingly intense' and 'quite magical'. Hollingworth has conducted a range of British and European orchestras and choirs, including the
Academy of Ancient Music,
The English Concert, the BBC Concert Orchestra,
Accentus, NDR Chor, and RIAS Kammerchor. Hollingworth is a Reader in Music at the
University of York, where he directs a chamber choir known as The 24 and leads a master's programme in solo-voice ensemble singing. ==Recordings and broadcasting==