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
Please be advised that the results of this competition may be used to fill subsequent vacancies of the same position within the next 18 months.
If this position becomes eligible to be filled permanently, the successful candidate from this competition may be appointed to the role.
If you’re enthusiastic about the opportunity to work with Halton Region but don’t meet every qualification listed, we still encourage you to apply! This position may be eligible for an underfill opportunity for candidates who do not meet every qualification. We’re always on the lookout for exceptional talent to join our team!
Job Summary
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 standards by addressing participant crises, responding to inquiries promptly, and fostering partnerships with Coordinated Access Entry Points and community service agencies. Build strong relationships across the homelessness-serving system and bring partners together to address complex cases, service gaps and shared system challenges. Identify opportunities to strengthen coordination between homelessness, housing, health, mental health, addictions and other community services to improve outcomes for people experiencing homelessness. Liaise with other Supervisors and Divisions to improve service delivery and provide coverage for Housing Services Management Staff as needed.
- Performance Measurement and Reporting: Measure and report on the status of initiatives under the portfolio. Develop and maintain annual waitlist data dashboards, analyze supply and demand metrics, and handle other relevant analytics to support decision-making and program improvements.
Skills & Qualifications
- A degree or diploma in Human Services, Social Services, or a related discipline.
- At least two (2) years of progressive supervisory experience and five (5) years of experience in the homelessness sector.
- An equivalent combination of education and relevant experience will be considered.
- Thorough knowledge of provincial legislation and local/provincial directives relevant to Housing Services, including the Housing Services Act, Halton Region's Comprehensive Housing Strategy, the Long-Term Affordable Housing Strategy, the Homelessness Prevention Program, the Ontario Works Act, and the Residential Tenancies Act.
- Exceptional communication, collaboration, conflict resolution, and decision-making skills with the ability to build effective relationships and navigate complex stakeholder environment, demonstrating a high degree of political acuity.
- Demonstrated leadership skills with the ability to coach, support, motivate, and develop staff while fostering a respectful, inclusive, and high-performing team environment.
- Demonstrated commitment to equity, diversity, inclusion, and culturally responsive service delivery.
- Strong analytical and problem-solving skills with experience in program administration, quality assurance, performance monitoring, and continuous improvement initiatives.
Additional Skills & Qualifications
- Demonstrated ability to build and maintain strong partnerships, bring multiple stakeholders together around complex issues, identify systemic gaps and barriers, and translate those insights into meaningful service and system improvements.
- Ability to assess complex situations, make sound decisions, and develop practical solutions to support effective service delivery.
- Technical proficiency in Microsoft Office Suite and other relevant software for reporting and program management.
- Familiarity with the Social Assistance Modernization System (SAMS), the Client Outcome Tracking System (COTS), and YARDI software for housing management.
- Experience supervising staff in a unionized environment, including performance management, coaching, conflict resolution, and labour relations practices.
- Expertise in developing and implementing policies and procedures that reflect best practices in housing services and are informed by community needs and legislative requirements.
Working/ Employment Conditions
Working Conditions
- Travel within Halton Region will be required; incumbent must supply their own transportation.
- The incumbent may be required to fulfill roles and responsibilities outlined in the Halton Region Emergency Social Services plan. Roles and responsibilities may include coordinating an emergency social services response and on-call duties. Additional hours and shift work may be required to fulfill these functions.
Employment Conditions
- Current (obtained within the past six (6) months), original and acceptable Vulnerable Sector Check, by the first day of employment.
Important information about your application:
- In accordance with requirements in Ontario Regulation 191/11 – Integrated Accessibility Standards and the Ontario Human Rights Code, Halton Region will accommodate the needs of individuals with disabilities throughout the recruitment process. If you require accommodation at any stage of the recruitment process, please inform the Talent Acquisition representative of the nature of the accommodation(s) you require.
- Please submit your application online. We will accommodate individual needs for applicants with disabilities and others who are not able to apply online. If you experience any issues with submitting your application, please contact HR Access at 905-825-6000 extension 7700.
- Applications will be accepted until 11:59 p.m. on the deadline date specified on the posting.
- We encourage applications from all qualified individuals; however, only those under consideration will be contacted.
- Personal information collected through the job application process will only be used for the purpose of determining qualifications for employment.
- If selected for an interview, you will be contacted by email and/or phone. Please ensure the contact information provided on your resume is up to date and that you check your email and voicemail regularly.
Halton Region serves more than 650,000 residents throughout Burlington, Halton Hills, Milton and Oakville. We are committed to delivering high quality programs and services that make Halton a great place to live and work. We engage great people who contribute to meaningful work that makes a positive difference in our community. At Halton, you are encouraged to grow and succeed in your career and are recognized for your accomplishments and contributions. As an employee, you will be part of a progressive, service focused and award winning employer with a diverse and inclusive work environment.
