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Dixon Hall

Supervisor, Winter Programs, PT

Toronto, ON, Canada

Employment Type: Part-time, Long Term Contract Department: Shelter and Respite Services Union: Excluded Salary: Up to $35.71/hour File #: 26-SRS-31 (9 OPEN) Posting Date: October 5, 2026 Posting Close: October 19, 2026 Reason for vacancy: New Hire · Part-time

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Job details

Pay: Employment Type: Part-time, Long Term Contract Department: Shelter and Respite Services Union: Excluded Salary: Up to $35.71/hour File #: 26-SRS-31 (9 OPEN) Posting Date: October 5, 2026 Posting Close: October 19, 2026 Reason for vacancy: New Hire
Job type: Part-time
Apply by: Jan 3, 2027
Posting language: English
Posted: Oct 5, 2026

Original job description

Employment Type: Part-time, Long Term Contract
Department: Shelter and Respite Services
Union: Excluded
Salary: Up to $35.71/hour
File #: 26-SRS-31 (9 OPEN)
Posting Date: October 5, 2026
Posting Close: October 19, 2026
Reason for vacancy: New Hire

Position Summary
The Supervisor, Winter Programs reports to the Manager, Winter Programs and is responsible for providing supervisory and operational support to staff while overseeing the day-to-day operations of assigned sites. This position plays a key leadership role in ensuring a safe, supportive, and client-centered environment for all staff and program participants.

The hours of work are Saturday - Sunday with rotating shifts as follows::

7:00 a.m. – 3:00 p.m.
3:00 p.m. – 11:00 p.m.
11:00 p.m. – 7:00 a.m.

Responsibilities

Operational Leadership

Plan, coordinate, and monitor all operational activities within the assigned portfolio to ensure efficient service delivery.
Lead and participate in committees and task groups as required.
Contribute to the development of the department’s annual operating plan.
Support and report on departmental projects and initiatives.
Participate in the on-call rotation as required.
Foster and maintain community partnerships to strengthen service delivery and policy development.
Actively engage in shelter and housing networks within the community and the City of Toronto.
Adhere to the expenditure and accounting procedures outlined by the Finance Department.
Oversee procurement, supply control, and payroll processes for assigned sites.
Manage property and facility-related issues within the assigned portfolio.

Site Operations and Daily Oversight

Conduct daily morning check-ins with frontline staff to receive shift change updates and review shift reports.
Review the communication logbook and follow up on new intakes, incidents, and important updates.
Review and update the bed list daily to ensure accuracy and bed availability; follow up with staff to confirm completion.
Follow up with clients requiring additional support, referrals, or service coordination.
Provide coverage and support to staff during lunch breaks or periods of high activity as needed.
Review and maintain TTC PRESTO card balances daily, ensuring cards are topped up to $30 as required.
Participate in shift changes to ensure consistent communication and continuity of care between shifts.
Organize and facilitate monthly staff meetings and resident meetings to encourage communication and engagement.
Record, finalize, and post minutes for all monthly staff and resident meetings in a timely manner.

People and Culture

Partner with the People and Culture Department on recruitment, onboarding, and labour relations matters.
Supervise, coach, and mentor staff to ensure high-quality service delivery and professional growth.
Conduct annual performance evaluations, setting clear goals and expectations.
Address performance and behavioural concerns promptly, in alignment with the collective agreement.
Administer disciplinary processes fairly and consistently within established timelines.
Promote understanding of the WSIB claim process and the importance of early return-to-work programs.
Monitor active WSIB claims and support early and safe return-to-work initiatives.

Organizational Accountability

Collaborate effectively with Dixon Hall staff, volunteers, and community partners.
Operate in a client-focused, efficient, and solution-oriented manner.
Ensure compliance with the Occupational Health & Safety Act and the Ontario Fire Code.
Complete workplace incident and injury reports as required.
Support the Occupational Health & Safety Committee in meeting all legislative obligations.
Oversee fire and emergency drill implementation and ensure proper follow-up and documentation.
Perform other related duties as assigned.

Qualifications

Bachelor of Social Work, Social Service Worker Diploma, or related degree/diploma required.
Emergency First Aid/CPR certification preferred.
Minimum of three (3) years of supervisory or related experience, preferably in a unionized environment.
Experience working with individuals experiencing homelessness or barriers to housing stability.
Strong crisis intervention, de-escalation, counselling, and conflict resolution skills.
Knowledge of the systemic, political, and social causes of homelessness and poverty in Toronto.
Excellent interpersonal and communication skills, with the ability to engage effectively with staff, clients, and partners.
Strong organizational, administrative, and computer proficiency.
Ability to exercise sound judgment, flexibility, and creativity in a fast-paced environment.
Exceptional multitasking, time management, writing, and editing abilities.
Proven capacity to work collaboratively across sectors (public, private, non-profit, and community-based organizations).
Self-directed, with the ability to work both independently and as part of a multidisciplinary team.
Must be legally eligible to work in Canada.
Must provide a Vulnerable Sector Screening Check with a satisfactory result meeting agency requirements.

Dixon Hall may use Artificial Intelligence-assisted tools during the recruitment process to support efficiency and consistency. Final hiring decisions are made by the Human Resources team.

Dixon Hall is dedicated to fostering an inclusive selection process and work environment, guided by their Race Relations and Employment Equity Policies. If selected for an interview, please inform the hiring manager or the People and Culture team at peopleandculture@dixonhall.org of any accommodations you may require during the interview process.

To achieve their goal of inclusivity and diversity, Dixon Hall actively seeks exceptional candidates from varied backgrounds and with lived experiences. Individuals who self-identify as being from marginalized communities, including Indigenous peoples, racialized persons, persons with disabilities, and those from the 2SLGBTQIA+ community or who have experienced homelessness, are strongly encouraged to apply.

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More about this job

Responsibilities

Oversee daily operations at assigned winter program sites, including staff shift coordination, client support, bed availability, supplies, payroll, facilities, and emergency preparedness. Supervise and develop staff, manage performance and workplace safety matters, and collaborate with community partners to support consistent, client-centered services.

Requirements

A Bachelor of Social Work, Social Service Worker Diploma, or related degree or diploma is required; Emergency First Aid/CPR certification is preferred. Candidates need at least three years of supervisory or related experience, preferably in a unionized setting, experience supporting people experiencing homelessness or housing instability, and strong crisis response, communication, organizational, and collaboration skills.

Skills

Staff Supervision
Coaching And Mentoring
Crisis Intervention
De-escalation
Counselling
Conflict Resolution
Client Support
Operational Planning
Staff Recruitment And Onboarding
Performance Management
Labour Relations
Incident Reporting
Community Partnerships
Communication
Organization And Time Management
Workplace Health And Safety

Visa sponsorship

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Keywords

Winter Programs
Shelter Services
Respite Services
Homelessness
Housing Stability
Client-centered Services
Site Operations
Staff Supervision
Crisis Intervention
De-escalation
Counselling
Conflict Resolution
Unionized Environment
Labour Relations
Recruitment
Onboarding
Performance Evaluations
WSIB
Return-to-work Programs
Occupational Health And Safety Act
Ontario Fire Code
Emergency Drills
Incident Reporting
TTC PRESTO
Community Partnerships
Procurement
Payroll
Emergency First Aid
CPR
Vulnerable Sector Screening

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