With the anticipated reform of probation and rehabilitation services, it is important that existing practitioner skills, methods and initiatives are maintained and developed. This article is based on the research findings of a pilot study and subsequent introduction of a one-to-one structured supervision programme in Hertfordshire Probation Trust. This was a practitioner led initiative and was found to assist with effective use of the supervision session, whilst highlighting the importance of developing professional skills in working with service-users and vulnerable groups.