Outreach Overnight Supervisor

About Breaking Ground

We believe that everyone deserves a home! Breaking Ground operates nearly 4,000 units of housing across New York City, along with housing in upstate New York and Connecticut. Supportive housing — affordable housing paired with services designed to help people maintain their homes for the long‑term — is widely recognized as a proven and cost‑effective solution to chronic homelessness. Breaking Ground’s programs and services help people experiencing street homelessness — especially those who have been on the streets the longest — to come indoors.

Through our Street to Home outreach program and transitional housing resources, we help people get and stay on the path to a permanent home. The program makes regular contact with more than 2,000 street homeless individuals and connects more than 500 individuals each year to housing, medical and mental health services, substance abuse counseling, and other essential supports. The caring, individually tailored attention clients receive from street to home ensures that more than 95% of people who break out place remain stably housed.

Reporting to the Assistant Director, Programs, Outreach, the Outreach Overnight Supervisor manages and supervises the overnight street outreach team, helps to triage and prioritize urgent requests and developing situations, and ensures teams utilize Harm Reduction and Housing First approaches. The Supervisor engages with individuals to determine homelessness history, services needed, and appropriate placement options in the field in the moment. The Supervisor creates shift schedules, ensures continual coverage, and ensures Housing Advocate teams are compliant with data entry requirements into DHS’ system per contractual requirements.

This position has a 35‑hour work week as well as on‑call responsibilities. Programs staff are required to locate and assist street homeless individuals under the most extreme weather conditions. Managers must be in the field during Code Reds and Code Blues and must be willing to engage with street homeless individuals while handling multiple tasks in a fast‑paced, dynamic, team environment.

• Successful oversight and performance management of street outreach teams including Housing Advocates, a Consumer Advocate, and a part‑time Social Worker.
• Provide regular, structured supervision meetings for direct reports.
• Implement supervisory strategies and systems of accountability to ensure that staff receive adequate support, guidance, and oversight at all times.
• Create and implement overnight shift schedules that ensure teams are always deployed; find coverage for callouts, vacations, and vacancies.
• Ensure canvassing incorporates feedback from the team, community, DHS, historical 311 data, and other relevant sources.
• Promote effective strategies for outreach work, following Housing First, Harm Reduction, Crisis Prevention Institute (CPI), Motivational Interviewing, and trauma‑informed care models of practice.
• Ensure adherence to program contracts, regulatory requirements, and internal guidelines; consistently meet all performance targets and service delivery benchmarks.
• Ensure documentation, reporting, and referrals are accurately completed on time and in compliance with DHS and Breaking Ground requirements.
• Provide support and guidance to staff in managing difficult situations and successfully de‑escalating conflict.
• Oversee and participate in Code Blue/Red alerts, providing clinical leadership to the teams when challenging situations arise.
• Assess and complete 9.58 involuntary removals to a hospital and ensure all required documentation is accurate and completed on time.
• Serve as liaison with community partners, intergovernmental stakeholders, DHS staff, and other community stakeholders to respond to emergent concerns, including 311 calls and encampment engagement.
• Develop strong collaborative relationships with external partners and service providers, NYPD, EMS, and others.
• Provide on‑call coverage as needed for the program.
• Perform other duties as assigned.

• NYS Licensed Masters Social Worker (LMSW) required.
• One year of supervisory experience…