Tessa Webb has had an extensive career with the probation service, beginning in 1980 at a bail hostel in Oxfordshire. She worked as a probation officer in London and Essex for many years, before progressing through a range of training, management and leadership roles. These have included Deputy Head of Public Protection at the Home Office and CEO for Hertfordshire Probation Trust.
As a director for the Probation Chiefs Association Tessa was the lead for localism and improving the connectivity between probation services and local services. She was appointed an Officer of the British Empire January 2015 for services to probation, and currently works with H M Inspectorate of Probation.