Job Role: Justice Keyworker
Location: HMP Winchester (with community-based working as required)
Salary: £26,570 – £32,426 per annum
Contract: Permanent, full-time
 
Role Overview
We are recruiting a dedicated and motivated Justice Keyworker to support individuals within custody and the community as they progress toward sustainable resettlement and employment.
As a CFO Support Worker, you will manage a caseload of participants currently in custody and transitioning into the community, providing tailored, one-to-one support to help them overcome barriers, build essential skills and achieve key milestones. The focus of the role is to improve engagement, reduce reoffending and support individuals into long-term employment and stability.
This is a highly rewarding role suited to someone who is passionate about rehabilitation, has strong relationship-building skills and can support individuals with complex needs in a structured but flexible way.
 
Key Responsibilities
Participant Engagement & Case Management

• Manage a caseload of participants across custody and community settings
• Build strong, supportive relationships to encourage sustained engagement
• Carry out holistic assessments to identify barriers and support needs
• Develop and review individual action plans aligned to resettlement and employment goals
• Track participant progress and ensure milestones are achieved

 
 
Resettlement & Employability Support

• Support participants to overcome barriers such as housing, health, skills and confidence
• Deliver tailored interventions to support readiness for employment and independence
• Provide advice and guidance around education, training and employment opportunities
• Work to support successful transition from custody into the community
• Promote positive behaviours and long-term stability

Stakeholder & Partnership Working

• Work collaboratively with prison staff, probation, employers and external agencies
• Build strong local networks to support participant progression
• Act as a key point of contact for participants throughout their journey
• Support joined-up working across custody and community provision

Administration, Targets & Compliance

• Maintain accurate participant records in line with contract requirements
• Work toward agreed performance targets and outcome measures
• Ensure compliance with safeguarding, data protection and programme standards
• Contribute to service improvement and quality assurance activity

 
Essential Criteria

• Experience supporting individuals with multiple or complex barriers (e.g. offending history, unemployment, housing, health)
• Experience working within employability, rehabilitation, or support services
• Strong understanding of barriers to resettlement and reoffending
• Excellent communication and relationship-building skills
• Ability to manage a caseload and work toward performance targets
• Strong organisational and time management skills
• Ability to motivate and engage individuals from diverse backgrounds

 
Desirable Criteria

• Experience working within custody, probation or criminal justice settings
• Knowledge of local support services and resettlement pathways
• Understanding of safeguarding and risk management
• Experience supporting individuals into employment or training

 
Personal Attributes

• Compassionate and supportive approach
• Resilient and able to work with challenging situations
• Proactive and solution-focused
• Professional with strong integrity
• Adaptable and able to work in dynamic environments

 
Benefits

• 25 days annual leave plus Bank Holidays
• Increasing to 28 days after 3 years’ service
• Option to purchase additional leave
• 2 days paid volunteering leave per year
• Enhanced pension scheme after 6 months
• Life assurance (3x salary)
• Access to learning and development programmes including funded qualifications
• Wellbeing support, employee assistance programme and health cash plan
• Access to staff networks and inclusion groups
• Flexible working options available from day one

 
 
 
Additional Information

• Role involves working across custody and community environments
• Based at HMP Winchester with travel as required
• Role subject to enhanced DBS and relevant clearance checks

 
How to Apply
For more information or to apply for the CFO Support Worker role, please contact:
Robert Rowe 07935 141342 rrowe@trigonrecruitment.co.uk