Homeless pathway and rough sleeper outreach support worker jobs
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ABOUT US
We are SPEAR, a charity working tirelessly to end homelessness across South West London and beyond. We believe homelessness should be rare, brief, and non-recurring, and we work every day to make that a reality. Our services include street outreach, assessment hubs, supported accommodation, and tenancy support, helping people move off the streets and into safe, secure housing. We take a person-centred, trauma-informed approach, building trust and supporting people to achieve long-term stability and independence.
ABOUT YOU
Working side-by-side with people who are homeless or at risk of it, you'll help them take charge of their journey — setting goals, building skills, and securing the stability of a tenancy they can call their own. Your day-to-day will span everything from crisis intervention and welfare benefits support to leading case reviews with partner agencies, all while managing a caseload with care and accuracy. You'll build the kind of trusting relationships that tackle isolation and exclusion head-on, working creatively and with emotional resilience to overcome whatever challenges arise. If you're driven by making a tangible, lasting difference in people's lives, this is a role where your impact will be felt every single day.
YOUR BENEFITS
- Generous holiday – 26 days plus public holidays, rising to 31 days with length of service
- Wellbeing & EAP – 24/7 Employee Assistance Programme with free counselling, money and legal advice
- Health support – Occupational health service and free annual eye test (with contribution towards glasses if required)
- Cycle to Work – Save on a new bike and accessories through salary sacrifice
- Season ticket loan – Interest-free loan for annual travel passes
- Moving house day – Extra day of leave when you move home
- Financial security – Life assurance (4x salary) and interest-free emergency staff loan
- Family-friendly policies – Enhanced maternity and adoption pay, plus flexible working options
- Career development – Ongoing training, learning and progression opportunities
- Blue Light Card – Discounts across a wide range of shops, restaurants and services
Could this be your next role? Read the full Job Description now!
Registered Charity 
51 - 100
The client requests no contact from agencies or media sales.
Thank you!
Housing Project Worker
Hours of work: Full-Time, 37.5 per week (5 days per week)
Contract: 2-year 9-months Fixed Term
Salary: £28,000 per annum
Location: Overstream House, Cambridge CB4 or at other locations within Cambridge
About Us
Wintercomfort works with people who are homeless, at risk of homelessness or with a history of homelessness. We provide services to aid every stage of recovery - from immediate basic welfare needs to long term help in identifying and dealing with the problems which are undermining their stability, and enabling them to engage with education, employment and specialist health services. National statistics rank the numbers of rough sleepers in Cambridge within the highest 20 UK local authorities.
Wintercomfort is the only day-time service in the city, providing year-round advice and support for homeless or vulnerably housed people. Over the past three decades Wintercomfort has continued to grow and adapt to meet the needs of the homeless community.
Our specialist Housing Team provides expert advice and support to help people successfully navigate the search for housing and crucially, support them to sustain life away from the street.
About you and the Role
This is a full-time community outreach and homelessness prevention role, working as part of the Wintercomfort tenancy sustainment and homelessness prevention project worker team. The Wintercomfort Housing Project Worker will provide practical, person-centred, housing-related support for people identified through community outreach and within Overstream House who are homeless or at risk of homelessness.
The postholder will deliver frontline casework, advocacy and practical support to help vulnerable individuals secure, maintain and transition into safe, independent living. This will include supporting people to understand the options available to them, complete practical tasks, access appropriate services, strengthen housing stability and work with local partners to prevent housing crises from escalating.
Key Responsibilities
- Community and Centre-Based Engagement – Build trusting relationships with people in familiar community settings and within Overstream House, including those who may feel unable to approach statutory services independently. Engage people at the earliest possible stage, identify practical support needs, and offer approachable, consistent support that encourages ongoing participation.
- Housing-Related Support and Homelessness Prevention – Provide practical housing-related support and homelessness prevention assistance while recognising that the charity does not provide formal housing advice to people at risk of losing their accommodation. Supporting individuals to gather information, complete forms, attend appointments, understand correspondence and access appropriate statutory, voluntary or legal services where specialist advice is required.
- Casework, Advocacy and Practical Support – Manage a caseload of people with varied and sometimes complex needs, providing one-to-one support, clear action planning and regular follow-up. Liaise with landlords, local authority housing teams and other agencies, accompany people to appointments where appropriate, and help individuals navigate housing-related processes, benefits, financial support, grants and wider welfare systems without providing regulated or specialist advice.
- Partnership Working and Referral Pathways – Develop and maintain productive working relationships with local authority services, landlords, voluntary sector partners, legal advice providers and internal charity services. Make timely referrals into welfare, counselling, women’s services, wellbeing support, training opportunities and other specialist provision where further advice or support is required.
- Safeguarding, Risk and Complex Needs – Recognise and respond appropriately to safeguarding concerns, mental health issues and other factors that may affect a person’s ability to engage with support. Work within organisational policies and professional boundaries, ensuring that risks are identified, recorded and escalated when necessary.
- Housing Stability and targeted intervention – Provide support to service users to both secure new accommodation and sustain their current homes, including mediation with landlords, accessing legal support, addressing anti-social behaviour. A core focus involves identifying high-risk groups and delivering targeted trauma informed interventions to those navigating complex mental health challenges, dual diagnosis, or substance misuse, as well as individuals fleeing difficult circumstances or leaving prison, hospital or care systems.
- Records, Outcomes and Service Development – Maintain accurate, timely and confidential case records on Inform, monitoring activity and outcomes to demonstrate the impact of the outreach programme. Contribute to service learning, identify gaps in provision, and support the development of effective community-based responses to homelessness and housing insecurity and deliver impactful case studies for funder reports.
One of our core values at Wintercomfort is to recognise and reward our staff as our greatest asset. We realise that it's our people who have helped us to become a well-respected charity that helps to make a positive change to homeless people’s lives. We want to continue to deliver excellent, relevant services for the homeless in Cambridge by attracting and retaining talented and motivated people.
If you choose to come and work with us, you will find that we offer:
- Benefits – You will be eligible for benefits and services, including pension scheme, death in service benefit and free counselling and clinical supervision.
- A supported work environment – You will receive a comprehensive induction, and you will have a probation period to provide a supportive framework for reviewing your progress and discussing your training and development needs. You will be expected to have developed the skills to fulfil all role requirements within this period. Appropriate objectives will be discussed, agreed and reviewed regularly with your Line Manager so that your performance can be measured against these.
- Training – We recognise the importance of having a motivated and effective staff team. We offer on-going training to support you in your role.
Closing date: Thursday 27th August 2026
Interested?
If you would like to find out more, please click the apply button. You will be directed to our website to complete your application for this position.
We are committed to a proactive approach to equality, which includes supporting and encouraging all underrepresented groups, promoting an inclusive culture and valuing diversity. We make selection decisions based on personal merit and an objective assessment against the criteria required for the post. We do not treat job applicants or members of staff less favourably than one another on the grounds of sex (including gender reassignment), marital or parental status, race, ethnic or national origin, colour, disability (including HIV status), sexual orientation, religion, age or socio-economic factors.
No agencies please.
