Case Worker (Rough Sleeper Initiative)

Connection Support; High Wycombe; On-site; GBP 27,000 - 28,000; Full time

Benefits offered by this job

30 days annual leave

Sick pay

Health-related benefits

Eco travel incentives

Retail discounts

Learning and development opportunities

Inclusive working environment

Job summary

Connection Support in the United Kingdom is seeking two Rough Sleeper Case Workers to support clients in High Wycombe and the surrounding areas, and in Aylesbury and the surrounding areas. You will work in a person-centred way to help clients sustain accommodation, build confidence, and develop skills for lasting independence.

We value lived experience and encourage applicants from diverse backgrounds. A full UK driving licence and access to a vehicle are essential due to travel across

Qualifications

• Experience of working within housing/homelessness or a related support environment.
• Understanding of the causes of homelessness and challenges moving from rough sleeping into settled accommodation.
• Ability to build positive, professional relationships and motivate people to make positive changes.
• Experience of supporting people with a range of support needs and helping them access services within their community.
• Good organisational, record-keeping, and basic IT skills, including Outlook and Microsoft Office applications.

Responsibilities

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

Skills

Housing/homelessness experience

People support & motivational skills

Relationship building

IT skills (Outlook & MS Office)

Tools

Outlook

Microsoft Office

Job description

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.

Do you want to make a real difference to people experiencing rough sleeping and homelessness?

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.

Does this sound like something you want to be a part of?

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.

About the service

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.

The impact you will have

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.

Key responsibilities include:

• 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: Monday26th October

Introduction Call: Wednesday28th 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

About you

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.

You'll bring:

• Experience of working within housing, homelessness, or a related support environment.
• An understanding of the causes of homelessness and the challenges people can face when moving from rough sleeping into settled accommodation.
• The ability to build positive, professional relationships and motivate people to make positive changes.
• Experience of supporting people with a range of support needs and helping them access services and opportunities within their community.
• Good organisational, record-keeping, and basic IT skills, including the use of Outlook and Microsoft Office applications.

We welcome applications from people with lived experience and recognise the valuable insight this can bring to our services. If you're passionate about helping people build stability, independence, and brighter futures, we'd love to hear from you.

A full UK driving licence and access to a vehicle are essential, as the role involves travel across Buckinghamshire.

What we offer in return

We have been named one of the UK’s top 10 charities to work for by Best Companies and offer a generous benefits package, including:

• 30 days’ annual leave (pro rata for part time) plus bank holidays
• Occupational sick pay
• Health-related benefits
• Eco travel incentives
• Retail discounts and more
• Ongoing learning and development opportunities
• A supportive and inclusive working environment

If you require any adjustments or additional support at any stage of the recruitment process, please don’t hesitate to get in touch, we are happy to discuss your requirements.

Connection Support is committed to safeguarding and promoting the welfare of vulnerable adults, children and young people and expects all staff and volunteers to share this commitment.