Prison & Community Resettlement Worker

CV-LibraryHigh WycombepermanentPosted: 12 April 2026
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The last person in this role was promoted into a senior management position (so you’ll be replacing them). This charity is a great place to work and, wherever possible, they actively develop and promote their existing staff.
In this role, you will typically spend 2 days per week in HMP Aylesbury, 1 day in High Wycombe Probation Service, and 1 day in Aylesbury Probation Service.

You’ll support a caseload of clients both in custody and in the community, helping them to successfully resettle before and after release. You will work with individuals to ensure they have a clear and structured plan in place, covering key areas such as housing, healthcare, education, wellbeing, life skills, and employment.

You’ll meet with clients on a one-to-one basis to plan and deliver support, as well as signpost to relevant services both within the prison and in the community, ensuring continuity of support throughout their resettlement journey.

To apply, you must have experience working with individuals within the criminal justice system, either in a prison or custodial setting. Alternatively, experience supporting vulnerable individuals in areas such as mental health, substance misuse, or homelessness is also highly relevant. Criminology graduates with relevant voluntary experience (for example, supporting individuals facing similar challenges) are encouraged to apply.

Please apply via this advert – we aim to respond to everyone. If you haven’t heard back within 72 hours, please complete the “Send Us A Message” form on the Contact Us page of the Red 5 People website, and we guarantee a real person will respond. For more details about the role, please call the office and ask for Lawrence (number available on the Red 5 People website).

You may have previously worked as a Prison Officer, Probation Officer, Resettlement Worker, Supported Housing Officer, Substance Misuse Worker, Careers Advisor, Employment Advisor, or Hostel Worker. Alternatively, you may be a Criminology graduate looking for your first step on the career ladder, with some relevant voluntary or paid experience.

There are excellent benefits too, including 25 days’ annual leave (increasing with service), 2 days of paid volunteering, an enhanced pension scheme, and life assurance

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