Case Worker; Rough Sleeper Initiative

We welcome applications from people of all backgrounds and are committed to increasing diversity, particularly encouraging candidates from underrepresented groups to apply.

If you’re not sure a role is right for you or feel there may be any perceived barriers to applying, please get in touch, we’d love to have a conversation with you.

Whether it’s due to homelessness or poor mental health, the number of people experiencing a crisis is on the rise. Connection Support believes in a future where people are free from crisis. But for the times when crises do happen, we’ll be there to help every step of the way.

We are currently recruiting two Rough Sleeper Case Workers to join our dedicated Rough Sleeper Initiative team. One role will primarily support clients in High Wycombe and the surrounding areas, and the other will support clients in Aylesbury and the surrounding areas.

Our Rough Sleeper Initiative (RSI) service supports people who are sleeping rough, have recently moved into accommodation, or are at risk of returning to the streets. Through person-centred support, we help people sustain their accommodation, improve their wellbeing, and build the confidence and resilience needed to achieve long-term stability and independence.

As a Rough Sleeper Case Worker, you will support people who have experienced rough sleeping to settle into accommodation, build confidence, and develop the skills needed to maintain their independence. Working in a person-centred way, you will help clients overcome barriers, access support services, and make positive changes that reduce the risk of homelessness recurring.

• Supporting clients to sustain their accommodation and prevent a return to rough sleeping.
• Working with clients to identify goals, develop support plans, and achieve positive outcomes.
• Helping people access housing, welfare benefits, healthcare, education, training, and employment opportunities.
• Supporting clients to improve their financial stability and develop practical life skills.
• Working collaboratively with local authorities, housing providers, landlords, and partner agencies to provide coordinated support.
• Providing occasional support to the Rough Sleeper Outreach Team, including rough sleeper verifications during periods of annual leave and absence.

This is a rewarding opportunity to help people build brighter futures. Through practical support, encouragement, and advocacy, you will empower clients to move beyond homelessness and achieve greater stability, wellbeing, and independence.

Contract: Fixed term until 30th June 2027
-This is a fixed-term role, with a strong likelihood of extension, subject to service needs and funding

Hours: Full time, 37.5 hours per week, Monday – Friday

Location: This role will support people in High Wycombe and Aylesbury plus surrounding areas.

Salary: £27,418 - £27,701 per annum, dependent on experience.

Closing date: Monday
26th October

Introduction Call: Wednesday
28th October

As part of our recruitment process, we invite selected candidates to a short introductory call. We believe this helps candidates better understand the role, ask any questions and feel more prepared if invited to interview.

Interviews: Monday 2nd & Tuesday 3rd November

We're looking for someone who is passionate about supporting people to move beyond homelessness and achieve lasting independence. You'll be able to build positive relationships, work in a person-centred way, and support people to overcome barriers and achieve their goals.

• Experience of working within…