Homeless pathway and rough sleeper outreach support worker jobs
About the role:
Join Single Homeless Project (SHP) as a Senior Outreach Worker and take a leading role in our response to rough sleeping across Redbridge. This is frontline work with purpose - combining assertive outreach, strong local partnerships and trauma-informed practice to help people move away from the streets for good. You’ll be part of a committed, values-driven team working closely with housing, health, substance use and immigration services to create real opportunities for change.
As a Senior Outreach Worker, you’ll lead outreach shifts across the borough, offering direction, reassurance and momentum to a team of Outreach Workers while holding a focused caseload of people facing complex challenges. Working in close partnership with Navigators, you’ll help ensure each person’s journey off the streets is joined-up, consistent and grounded in trust. You’ll balance hands-on engagement with thoughtful coordination, modelling best practice and keeping people at the centre of every decision.
This role is for someone who wants to shape practice, not just deliver it. At SHP, you’ll be trusted to bring your experience, judgement and ideas to the table, with the support to keep learning and pushing boundaries. If you’re motivated by impact, thrive in a leadership role that stays close to the work, and want to be part of a service that believes change is possible, we’d love to hear from you.
About you:
- You bring solid experience of working alongside people who are rough sleeping or at risk of street homelessness, and you’re motivated by work that leads to real change.
- You’re confident taking the lead on outreach shifts, supporting others to do their best work and setting a calm, purposeful tone when it matters most.
- You understand homelessness pathways, safeguarding and the wider systems people are navigating, and you know how to work within them while still challenging what doesn’t work.
- You build strong, effective relationships with partners across statutory and voluntary services, using collaboration to open doors and keep things moving forward.
- You stay grounded under pressure, think clearly when situations are complex, and are driven by a strong sense of social justice that aligns with SHP’s values of hope, inclusion and transformation.
About us:
We’re London’s leading homelessness charity – and we get things done.
In a city where hundreds are forced into homelessness every day, our work has never been more needed or more challenging. And we’re not shying away. We’re rolling up our sleeves to make change and helping over 10,000 Londoners every year. We prevent homelessness, provide safe places to live and give people the opportunity to rebuild their lives and transform their futures. And we never give up.
We’re here for Londoners wherever they are on their journey. We start with trust, building relationships that help people feel safe, supported, and ready to move forward. Every day, we put people first in everything we do, challenging injustice and barriers that keep people from the safety, stability and opportunity they deserve. We stand alongside people as they rebuild and shape a future that feels their own.
Joining Single Homeless Project means joining a team that’s bold, compassionate and determined to do better for the people we support and for each other. You’ll work alongside colleagues with lived experience, in a space that’s trans-inclusive, disability-friendly, and actively striving to be anti-oppressive and equitable.
We’re not perfect, but we’re real. We listen. We learn. And we push forward, together. Because this isn’t just a job. It’s a chance to lead with empathy, spark change, and help build a London where no one is left behind.
Important info:
Closing date: Sunday 18th January at midnight
Interview date: Monday 26th January online via Microsoft Teams
Please note shortlisted candidates will be required to complete a short psychometric test before being confirmed for interview.
This post will require an Enhanced DBS check to be processed (by SHP) for the successful applicant.
Please note applications are reviewed for AI use in application questions. Applications requiring sponsorship will not be accepted or progressed.
Preventing homelessness, transforming lives.



The client requests no contact from agencies or media sales.
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.