Homeless pathway and rough sleeper outreach support worker jobs
Are you an experienced leader in homelessness or housing? We’re seeking a Head of Homeless Services to drive innovation, support our team, and shape the future of our vital Restart service.
About Resolve
Resolve supports people facing some of the most difficult challenges in life, substance misuse and homelessness. Our aim is to help individuals move towards stability and independence, building safe, positive and sustainable lives.
We deliver this through two main services. Our Restart Homeless and Rough Sleeping service provides targeted rough sleeping outreach, supported accommodation for 14 tenants and long-term guidance to help people to move forward and avoid returning to homelessness. In addition our Drug and Alcohol Treatment service, based in Welwyn Garden City and Letchworth, provides abstinence-focused, psychosocial support for people seeking recovery.
We are entering an exciting period of growth, with a refreshed brand and website, and a passionate team driving innovation across our services. We have a new strategic plan which looks to expand services, guided by our values of Trust, Passion, Partnership and Respect, to reach and help more people.
With the Government’s National Plan to End Homelessness and Welwyn Hatfield Borough Council’s new Homeless and Rough Sleeping Strategy, this is a great moment to join Resolve and help shape the future of homelessness and rough sleeper support in our community.
Purpose of the Role
The Head of Homeless Services will lead, develop and deliver all aspects of Resolve’s Restart service. You will oversee rough sleeping outreach, accommodation and intensive one-to-one support, ensuring people move towards secure housing and improved wellbeing.
This is both a strategic and hands-on role. You will inspire a dedicated team, drive service innovation, and strengthen partnerships across the sector, while ensuring high standards of care, safeguarding and compliance. Above all, you will play a key role in shaping the future of Resolve and making a lasting difference for people experiencing homelessness and substance misuse.
Salary: £35,000 – £40,000 (salary conditional on pending salary review)
Location: Hatfield, Hertfordshire (with regular travel across Welwyn Hatfield Borough and occasional travel to Letchworth)
Hours: Full-time, 40 hours per week (including a 30 minute per day paid break)
Holiday: 36 days annual leave including bank holidays
Contract Type: Permanent
Reports to: Chief Executive Officer
Key Responsibilities
- Service Leadership & Delivery
- Team Management & Development
- Organisational Leadership
- Monitoring, Evaluation & Compliance
- Partnership & External Relations
Person Specification
- Proven experience in the homelessness or housing sector.
- Confident in engaging with vulnerable individuals, including those in crisis.
- Significant team and people management experience.
- Excellent communication skills – verbal, written and interpersonal.
- Strong organisational and IT skills, including Microsoft Office, Teams and case management systems.
- A values-driven approach and commitment to equality, diversity and inclusion.
- Ability to manage day to day operations and also think ‘bigger picture’ and longer term.
Why Join Us?
This is more than a management role – it’s an opportunity to make a real and lasting difference. You will:
- Lead a passionate team at a time of growth and renewal.
- Shape and develop innovative homelessness and rough sleeping services.
- Work in a supportive, values-driven organisation in the heart of the local community.
Benefits
- Flexible working options to support a healthy work / life balance.
- An informal, friendly and supportive workplace culture.
- Access to professional clinical supervision and support, helping you develop and maintain resilience in a challenging and meaningful role.
- Free on-site parking or costs reimbursed.
- Enhanced 36 days annual leave entitlement (including bank holidays).
Creating a society where people are empowered to live their best possible lives


The client requests no contact from agencies or media sales.
Outreach Worker
£16,386 - £17,248
Sandown
Permanent, Part Time (25hrs per week)
A variety of shift patterns, including early morning and evening outreach
Our client works in partnership with the Council and housing associations to deliver intensive person-centred support and accommodation choices.
Their priorities are to ensure each homeless person is safe, has access to amenities such as food/water, has their own bank account and to support them in either accessing Hostel accommodation through the single homeless pathway or private sector housing.
If you are passionate about working with individuals with complex needs and are looking for a role where you can make a real difference in the lives of those you support, then this is the role for you!
JOB PURPOSE
To lead on the case management of clients and be part of a team that supports them in keeping them safe and helping them achieve their goals.
To provide people with homes and specialist support so they feel more valued and secure, and ready to take the next steps
MAIN RESPONSIBILITIES
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To assess the needs of each client, helping to develop their individual support plan to achieve their goals
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To produce and regularly review comprehensive client-based risk assessments
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To manage a caseload of clients on a one-to-one basis, providing personalised, intensive support via assertive outreach to long-term rough sleepers in the local area
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To engage with local authorities, health providers and other agencies, creating and maintaining constructive working relationships to maximise the opportunities available to clients
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To work with individuals to create clear housing plans, and to support individuals to access support services around health and wellbeing, money, benefits and housing
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To engage and support rough sleepers on the street working alongside local health care teams
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To help keep clients safe by reducing their contact with police and emergency services
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To identify barriers to accessing maintain safe tenancies and prevent eviction
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To attend community meetings and presentations with managers to support additional funding
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To support clients in trauma informed and psychologically informed ways
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To adhere to safeguarding responsibilities, following our safeguarding policy and procedure
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To help maintain health and safety, ensuring clients, visitors and buildings are safe in accordance with Health and Safety regulations, policy and procedures
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To provide basic first aid assistance until help arrives (full training is provided)
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To work confidently and efficiently when lone working
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To maintain accurate records on our client management system and ensure these are stored in line with GDPR
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To maintain confidentiality
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To represent the organisation in a professional manner
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To carry out any other reasonable duties required in the interest of the organisation
ROLE REQUIREMENTS
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This role will require an Enhanced with Barred List(s) disclosure and barring service check is a requirement for this role. This would be completed on appointment of the role.
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This role will require a full drivers’ licence and access to a vehicle
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This role will require you to work flexibly across several sites
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This role will require you to work with clients on a one-to-one basis
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This role will require you to work early mornings and/or weekends
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This role will require you to lone work
ESSENTIAL CRITERIA
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Strong communication skills, both verbal and written
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Clear verbal and written English
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Good keyboard skills for data inputting
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Good working knowledge of Microsoft Outlook, Excel and Word
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Confident and assertive manner
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Ability to self-motivate as you will work on your own
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Effective team working
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Ability to respond calmly to crisis
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Deal promptly with and effectively react to challenging situations
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Have an interest and genuine concern for homelessness and related issues
DESIRABLE CRITERIA
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Experience of managing a caseload of clients
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Understanding of the complex support needs of people experiencing homelessness or those with complex needs
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Knowledge of voluntary and statutory agencies, housing regulations and the benefits system
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Understanding of risk assessment and person-centred, outcomes-based delivery
They reserve the right to close their adverts early if a successful candidate is found, so please submit your application as soon as possible.