Supervisor, Homelessness

Halton Region is committed to fostering a diverse, inclusive, and equitable workplace that reflects the communities we serve. We value, welcome and respect the unique perspectives and contributions of all individuals. We encourage applications from Indigenous Peoples (First Nation, Métis, Inuit), Black and racialized persons, persons with disabilities, women, and members of the 2SLGBTQ+ community. Accommodations are available at any point upon request for candidates participating in the selection process.

You make a positive difference in people’s lives because you provide high quality customer centered services. You operate within a highly ethical environment and will be accountable for going the extra mile, listening to your customers, creatively meeting needs and always being respectful to those you serve. As a result, you will be part of a qualified and strategic team recognized widely for caring, excellence, integrity, inclusiveness and flexibility.

As an employer of choice, Halton Region recognizes the many benefits of hybrid work arrangements, including flexibility and improved work-life balance for our employees. This position is eligible for the Hybrid Work Program, with a minimum requirement of three (3) days per week onsite.

Posting ID: 5528

Department: Social & Community Services

Division: Housing Services

Pay Range: $108,952 - $136,187

Job Type: Contract > 1 Year

Contract Duration: up to 17 months

Hours of Work: 35 hours per week

Work Location: Halton Regional Centre - 1151 Bronte Road, Oakville

Employee Group: MMSG

Vacancy Status: This posting is for an existing vacancy.

Posting Date: October 9, 2026

Application Deadline: October 15, 2026

Job Summary

Reporting to the Manager, Homelessness & Supportive Housing, this position provides leadership and operational oversight for a multidisciplinary team responsible for the delivery of Housing Stability Fund, homelessness prevention, and Coordinated Access programs. This role requires a leader with strong experience working directly with individuals and families experiencing homelessness and complex barriers, with a genuine passion for improving outcomes for people experiencing homelessness. The Supervisor ensures program integrity, legislative and funding compliance, service excellence, and achievement of program outcomes. The role provides guidance on complex service issues, supports staff development, fosters strong community partnerships, and leads continuous improvement initiatives to enhance housing stability and homelessness services across Halton Region.

Duties & Responsibilities

• Supervision and Staff Management: Oversee the supervision of the Housing Stability Fund and homelessness programming, ensuring program compliance, integrity, and customer service standards are met. Recruit, orient, train, and manage staff performance within and outside of a unionized environment, providing conflict resolution and conducting annual performance reviews. Provide coaching and direction to staff on complex homelessness and housing stability cases, supporting strong case management practices and problem-solving.
• Transformational Leadership: Provide leadership for housing stability and homelessness programs by fostering an inclusive, collaborative, and client-centered service culture. Lead change initiatives, support staff development, and promote continuous improvement in program delivery and service outcomes.
• Program Improvement and Quality Assurance: Enhance and modernize homelessness programs through continuous quality improvement practices. Develop and implement internal policies and procedures, conduct regular audits to ensure program eligibility and integrity, and use empirical evidence to drive program and policy development.
• Program Delivery and Compliance: Ensure effective delivery of programs and achievement of outcome targets as set by the Province and/or divisional management. Monitor compliance with related funding agreements, oversee program reviews and evaluations, and provide direction on technical and policy matters to Housing and Community Services providers and staff.

Duties & Responsibilities Continued

• Operational Management: Develop and implement operational guidelines, procedures, and reports for effective management of homelessness prevention programs, Coordinated Access and the By-Name list. Oversee and manage the budget for housing and homelessness programs, ensuring efficient use of resources. Develop programs and policies to support and enhance operational needs, ensuring alignment with strategic goals and regulatory requirements.
• Customer Service and Community Engagement: Maintain high customer service standar